Literature summary for 2.7.10.1 extracted from

Harmange, J.C.; Weiss, M.M.; Germain, J.; Polverino, A.J.; Borg, G.; Bready, J.; Chen, D.; Choquette, D.; Coxon, A.; DeMelfi, T.; DiPietro, L.; Doerr, N.; Estrada, J.; Flynn, J.; Graceffa, R.F.; Harriman, S.P.; Kaufman, S.; La, D.S.; Long, A.; Martin, M.W.; Neervannan, S.; Patel, V.F.; Potashman, M.; Regal, K.
Naphthamides as novel and potent vascular endothelial growth factor receptor tyrosine kinase inhibitors: design, synthesis, and evaluation (2008), J. Med. Chem., 51, 1649-1667.

Application

Application	Comment	Organism
drug development	synthesis of a series of naphthyl-based compounds, which are potential inhibitors of vascular endothelial growth factor receptors	Mus musculus
drug development	synthesis of a series of naphthyl-based compounds, which are potential inhibitors of vascular endothelial growth factor receptors	Homo sapiens
drug development	synthesis of a series of naphthyl-based compounds, which are potential inhibitors of vascular endothelial growth factor receptors	Rattus norvegicus

Crystallization (Commentary)

Crystallization (Comment)	Organism
cocrystallization of KDR with inhibitor N-(4-chlorophenyl)-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide. The inhibitor binds to the ATP binding site of KDR and forces the protein to adopt a DFG-out conformation, enabling the p-chlorophenyl ring to penetrate into the extended hydrophobic pocket. A highly conserved hydrogen-bond interaction between the backbone amide-NH of Cys919 and the nitrogen of the quinoline ring anchors the inhibitor to the hinge region of the binding pocket and orients the naphthyl ring into the hydrophobic pocket. The carbonyl and NH groups of the amide form critical hydrogen bonds with the backbone NH of Asp1046 and the side chain of Glu885, respectively	Homo sapiens

Crystallization (Comment)

Organism

cocrystallization of KDR with inhibitor N-(4-chlorophenyl)-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide. The inhibitor binds to the ATP binding site of KDR and forces the protein to adopt a DFG-out conformation, enabling the p-chlorophenyl ring to penetrate into the extended hydrophobic pocket. A highly conserved hydrogen-bond interaction between the backbone amide-NH of Cys919 and the nitrogen of the quinoline ring anchors the inhibitor to the hinge region of the binding pocket and orients the naphthyl ring into the hydrophobic pocket. The carbonyl and NH groups of the amide form critical hydrogen bonds with the backbone NH of Asp1046 and the side chain of Glu885, respectively

Homo sapiens

Inhibitors

Inhibitors	Comment	Organism
4-(5-((4-chlorophenyl)carbamoyl)naphthalen-2-yloxy)-7-methoxyquinoline-6-carboxamide	-	Homo sapiens
4-(5-((4-chlorophenyl)carbamoyl)naphthalen-2-yloxy)-N-methylpicolinamide	-	Homo sapiens
6-(6,7-dimethoxyquinolin-4-yloxy)-N-(2-fluorophenyl)-1-naphthamide	-	Homo sapiens
6-(6,7-dimethoxyquinolin-4-yloxy)-N-(3-(trifluoromethyl)phenyl)-1-naphthamide	-	Homo sapiens
6-(6,7-dimethoxyquinolin-4-yloxy)-N-(3-fluorophenyl)-1-naphthamide	-	Homo sapiens
6-(6,7-dimethoxyquinolin-4-yloxy)-N-(3-methylisoxazol-5-yl)-1-naphthamide	-	Homo sapiens
6-(6,7-dimethoxyquinolin-4-yloxy)-N-(4-(trifluoromethyl)phenyl)-1-naphthamide	-	Homo sapiens
6-(6,7-dimethoxyquinolin-4-yloxy)-N-(4-fluorophenyl)-1-naphthamide	-	Homo sapiens
6-(6,7-dimethoxyquinolin-4-yloxy)-N-(5-methylisoxazol-3-yl)-1-naphthamide	-	Homo sapiens
6-(6,7-dimethoxyquinolin-4-yloxy)-N-(isoxazol-3-yl)-1-naphthamide	-	Homo sapiens
6-(6,7-dimethoxyquinolin-4-yloxy)-N-(pyridin-2-yl)-1-naphthamide	-	Homo sapiens
6-(6,7-dimethoxyquinolin-4-yloxy)-N-(pyridin-3-yl)-1-naphthamide	-	Homo sapiens
6-(6,7-dimethoxyquinolin-4-yloxy)-N-(pyridin-4-yl)-1-naphthamide	-	Homo sapiens
6-(6,7-dimethoxyquinolin-4-yloxy)-N-(thiazol-2-yl)-1-naphthamide	-	Homo sapiens
6-(6,7-dimethoxyquinolin-4-yloxy)-N-isopropyl-1-naphthamide	-	Homo sapiens
6-(6,7-dimethoxyquinolin-4-yloxy)-N-p-tolyl-1-naphthamide	-	Homo sapiens
6-(6,7-dimethoxyquinolin-4-yloxy)-N-phenyl-1-naphthamide	-	Homo sapiens
6-(6,7-dimethoxyquinolin-4-yloxy)-N-propyl-1-naphthamide	-	Homo sapiens
6-(7H-pyrrolo[2,3-d]pyrimidin-4-yloxy)-N-(4-chlorophenyl)-1-naphthamide	-	Homo sapiens
N-(2,4-dichlorophenyl)-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide	-	Homo sapiens
N-(3,5-dichlorophenyl)-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide	-	Homo sapiens
N-(3-chlorophenyl)-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide	-	Homo sapiens
N-(4-chloro-3-(trifluoromethyl)phenyl)-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide	-	Homo sapiens
N-(4-chlorophenyl)-3-(6,7-dimethoxyquinolin-4-yloxy)isoquinoline-8-carboxamide	-	Homo sapiens
N-(4-chlorophenyl)-6-((6,7-dimethoxyquinolin-4-yl)(methyl)amino)-1-naphthamide	-	Homo sapiens
N-(4-chlorophenyl)-6-(2-(methylamino)pyridin-4-yloxy)-1-naphthamide	-	Homo sapiens
N-(4-chlorophenyl)-6-(2-(methylamino)pyrimidin-4-yloxy)-1-naphthamide	-	Homo sapiens
N-(4-chlorophenyl)-6-(3-fluoro-6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide	-	Homo sapiens
N-(4-chlorophenyl)-6-(6,7-dimethoxyquinazolin-4-yloxy)-1-naphthamide	-	Homo sapiens
N-(4-chlorophenyl)-6-(6,7-dimethoxyquinolin-4-ylamino)-1-naphthamide	-	Homo sapiens
N-(4-chlorophenyl)-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide	has significant antitumor efficacy against established HT29 human colon adenocarcinoma xenografts implanted in athymic mice	Homo sapiens
N-(4-chlorophenyl)-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide	dose dependent inhibition of Flk-1 phosphorylation	Mus musculus
N-(4-chlorophenyl)-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide	shows in vivo inhibition of corneal angiogenesis	Rattus norvegicus
N-(4-chlorophenyl)-6-(6,7-dimethoxyquinolin-4-yloxy)-5-fluoro-1-naphthamide	-	Homo sapiens
N-(4-chlorophenyl)-6-(6-(methylamino)pyrimidin-4-yloxy)-1-naphthamide	-	Homo sapiens
N-(4-chlorophenyl)-6-(7-methoxyquinolin-4-yloxy)-1-naphthamide	-	Homo sapiens
N-(4-chlorophenyl)-6-(pyridin-4-yloxy)-1-naphthamide	-	Homo sapiens
N-(4-chlorophenyl)-6-(pyrimidin-4-yloxy)-1-naphthamide	-	Homo sapiens
N-(4-chlorophenyl)-6-(quinolin-4-yloxy)-1-naphthamide	-	Homo sapiens
N-(4-chlorophenyl)-7-(6,7-dimethoxyquinolin-4-yloxy)quinoline-4-carboxamide	-	Homo sapiens
N-(4-tert-butylphenyl)-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide	-	Homo sapiens
N-(5-tert-butylisoxazol-3-yl)-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide	-	Homo sapiens
N-(cyclopropylmethyl)-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide	-	Homo sapiens
N-cyclobutyl-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide	-	Homo sapiens
N-cyclopentyl-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide	-	Homo sapiens
N-cyclopropyl-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide	-	Homo sapiens

Organism

Organism	UniProt	Comment	Textmining
Homo sapiens	P35968	-	-
Mus musculus	P35918	Balb/c female mice	-
Rattus norvegicus	O08775	female Sprague-Dawley rats	-

Source Tissue

Source Tissue	Comment	Organism	Textmining
cornea	-	Rattus norvegicus	-
HT-29 cell	-	Homo sapiens	-
HUVEC cell	-	Homo sapiens	-
lung	-	Mus musculus	-

Synonyms

Synonyms	Comment	Organism
Flk-1	-	Mus musculus
KDR	-	Mus musculus
KDR	-	Homo sapiens
KDR	-	Rattus norvegicus
vascular endothelial growth factor receptor	-	Mus musculus
vascular endothelial growth factor receptor	-	Homo sapiens
vascular endothelial growth factor receptor	-	Rattus norvegicus
VEGF receptor	-	Mus musculus
VEGF receptor	-	Homo sapiens
VEGF receptor	-	Rattus norvegicus
VEGFR-2	-	Mus musculus
VEGFR-2	-	Homo sapiens
VEGFR-2	-	Rattus norvegicus

IC50 Value

IC50 Value	IC50 Value Maximum	Comment	Organism	Inhibitor
0.0000002	-	KDR enzyme	Homo sapiens	4-(5-((4-chlorophenyl)carbamoyl)naphthalen-2-yloxy)-7-methoxyquinoline-6-carboxamide
0.0000002	-	KDR enzyme	Homo sapiens	6-(6,7-dimethoxyquinolin-4-yloxy)-N-phenyl-1-naphthamide
0.0000002	-	KDR enzyme	Homo sapiens	6-(6,7-dimethoxyquinolin-4-yloxy)-N-(isoxazol-3-yl)-1-naphthamide
0.0000003	-	KDR enzyme	Homo sapiens	N-(3-chlorophenyl)-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide
0.0000003	-	KDR enzyme	Homo sapiens	N-(3,5-dichlorophenyl)-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide
0.0000003	-	KDR enzyme	Homo sapiens	6-(6,7-dimethoxyquinolin-4-yloxy)-N-(thiazol-2-yl)-1-naphthamide
0.0000003	-	KDR enzyme	Homo sapiens	N-(4-chlorophenyl)-6-(6,7-dimethoxyquinolin-4-yloxy)-5-fluoro-1-naphthamide
0.0000004	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	6-(6,7-dimethoxyquinolin-4-yloxy)-N-(isoxazol-3-yl)-1-naphthamide
0.0000005	-	KDR enzyme	Homo sapiens	N-(4-chlorophenyl)-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide
0.0000005	-	KDR enzyme	Homo sapiens	6-(6,7-dimethoxyquinolin-4-yloxy)-N-p-tolyl-1-naphthamide
0.0000005	-	KDR enzyme	Homo sapiens	6-(6,7-dimethoxyquinolin-4-yloxy)-N-(3-(trifluoromethyl)phenyl)-1-naphthamide
0.0000005	-	KDR enzyme	Homo sapiens	6-(6,7-dimethoxyquinolin-4-yloxy)-N-(4-(trifluoromethyl)phenyl)-1-naphthamide
0.0000006	-	KDR enzyme	Homo sapiens	N-cyclopropyl-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide
0.0000006	-	KDR enzyme	Homo sapiens	6-(6,7-dimethoxyquinolin-4-yloxy)-N-(3-fluorophenyl)-1-naphthamide
0.0000006	-	KDR enzyme	Homo sapiens	6-(6,7-dimethoxyquinolin-4-yloxy)-N-(5-methylisoxazol-3-yl)-1-naphthamide
0.0000007	-	KDR enzyme	Homo sapiens	N-(4-tert-butylphenyl)-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide
0.0000008	-	KDR enzyme	Homo sapiens	6-(6,7-dimethoxyquinolin-4-yloxy)-N-(pyridin-2-yl)-1-naphthamide
0.0000008	-	KDR enzyme	Homo sapiens	6-(6,7-dimethoxyquinolin-4-yloxy)-N-(pyridin-3-yl)-1-naphthamide
0.0000008	-	KDR enzyme	Homo sapiens	N-(5-tert-butylisoxazol-3-yl)-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide
0.0000008	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	6-(6,7-dimethoxyquinolin-4-yloxy)-N-phenyl-1-naphthamide
0.000001	-	KDR enzyme	Homo sapiens	N-(4-chlorophenyl)-6-(7-methoxyquinolin-4-yloxy)-1-naphthamide
0.000001	-	KDR enzyme	Homo sapiens	6-(6,7-dimethoxyquinolin-4-yloxy)-N-(4-fluorophenyl)-1-naphthamide
0.000001	-	KDR enzyme	Homo sapiens	N-(4-chloro-3-(trifluoromethyl)phenyl)-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide
0.000001	-	KDR enzyme	Homo sapiens	6-(6,7-dimethoxyquinolin-4-yloxy)-N-(3-methylisoxazol-5-yl)-1-naphthamide
0.000001	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	N-cyclopropyl-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide
0.0000013	-	KDR enzyme	Homo sapiens	6-(6,7-dimethoxyquinolin-4-yloxy)-N-propyl-1-naphthamide
0.000002	-	KDR enzyme	Homo sapiens	N-(4-chlorophenyl)-6-(6,7-dimethoxyquinazolin-4-yloxy)-1-naphthamide
0.000002	-	KDR enzyme	Homo sapiens	6-(6,7-dimethoxyquinolin-4-yloxy)-N-(2-fluorophenyl)-1-naphthamide
0.000002	-	KDR enzyme	Homo sapiens	N-(2,4-dichlorophenyl)-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide
0.000002	-	KDR enzyme	Homo sapiens	6-(6,7-dimethoxyquinolin-4-yloxy)-N-(pyridin-4-yl)-1-naphthamide
0.000002	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	N-(4-chlorophenyl)-6-(6,7-dimethoxyquinazolin-4-yloxy)-1-naphthamide
0.000002	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	6-(6,7-dimethoxyquinolin-4-yloxy)-N-(4-fluorophenyl)-1-naphthamide
0.000002	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	6-(6,7-dimethoxyquinolin-4-yloxy)-N-p-tolyl-1-naphthamide
0.000002	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	6-(6,7-dimethoxyquinolin-4-yloxy)-N-(pyridin-2-yl)-1-naphthamide
0.000002	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	6-(6,7-dimethoxyquinolin-4-yloxy)-N-(pyridin-3-yl)-1-naphthamide
0.000002	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	6-(6,7-dimethoxyquinolin-4-yloxy)-N-(pyridin-4-yl)-1-naphthamide
0.000002	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	6-(6,7-dimethoxyquinolin-4-yloxy)-N-(thiazol-2-yl)-1-naphthamide
0.000002	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	N-(4-chlorophenyl)-6-(6,7-dimethoxyquinolin-4-yloxy)-5-fluoro-1-naphthamide
0.000003	-	KDR enzyme	Homo sapiens	N-cyclobutyl-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide
0.000003	-	KDR enzyme	Homo sapiens	4-(5-((4-chlorophenyl)carbamoyl)naphthalen-2-yloxy)-N-methylpicolinamide
0.000003	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	4-(5-((4-chlorophenyl)carbamoyl)naphthalen-2-yloxy)-7-methoxyquinoline-6-carboxamide
0.000003	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	6-(6,7-dimethoxyquinolin-4-yloxy)-N-(3-fluorophenyl)-1-naphthamide
0.000004	-	KDR enzyme	Homo sapiens	N-(4-chlorophenyl)-6-(quinolin-4-yloxy)-1-naphthamide
0.000004	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	6-(6,7-dimethoxyquinolin-4-yloxy)-N-isopropyl-1-naphthamide
0.000005	-	KDR enzyme	Homo sapiens	6-(6,7-dimethoxyquinolin-4-yloxy)-N-isopropyl-1-naphthamide
0.0000051	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	N-(3-chlorophenyl)-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide
0.000006	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	6-(6,7-dimethoxyquinolin-4-yloxy)-N-(5-methylisoxazol-3-yl)-1-naphthamide
0.000007	-	KDR enzyme	Homo sapiens	N-(4-chlorophenyl)-6-(2-(methylamino)pyridin-4-yloxy)-1-naphthamide
0.000007	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	N-cyclobutyl-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide
0.000007	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	N-cyclopentyl-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide
0.000007	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	6-(6,7-dimethoxyquinolin-4-yloxy)-N-propyl-1-naphthamide
0.000007	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	6-(6,7-dimethoxyquinolin-4-yloxy)-N-(2-fluorophenyl)-1-naphthamide
0.000007	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	6-(6,7-dimethoxyquinolin-4-yloxy)-N-(3-methylisoxazol-5-yl)-1-naphthamide
0.000008	-	KDR enzyme	Homo sapiens	N-(4-chlorophenyl)-6-(6,7-dimethoxyquinolin-4-ylamino)-1-naphthamide
0.000008	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	N-(4-chlorophenyl)-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide
0.000008	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	N-(4-chlorophenyl)-6-(7-methoxyquinolin-4-yloxy)-1-naphthamide
0.000009	-	KDR enzyme	Homo sapiens	N-cyclopentyl-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide
0.00001	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	N-(4-chlorophenyl)-7-(6,7-dimethoxyquinolin-4-yloxy)quinoline-4-carboxamide
0.000014	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	N-(2,4-dichlorophenyl)-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide
0.000014	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	N-(4-chlorophenyl)-6-(6,7-dimethoxyquinolin-4-ylamino)-1-naphthamide
0.000015	-	KDR enzyme	Homo sapiens	N-(cyclopropylmethyl)-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide
0.000016	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	6-(6,7-dimethoxyquinolin-4-yloxy)-N-(4-(trifluoromethyl)phenyl)-1-naphthamide
0.000018	-	KDR enzyme	Homo sapiens	N-(4-chlorophenyl)-6-(pyridin-4-yloxy)-1-naphthamide
0.00002	-	KDR enzyme	Homo sapiens	N-(4-chlorophenyl)-6-(6-(methylamino)pyrimidin-4-yloxy)-1-naphthamide
0.00002	-	KDR enzyme	Homo sapiens	N-(4-chlorophenyl)-6-(3-fluoro-6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide
0.000022	-	KDR enzyme	Homo sapiens	N-(4-chlorophenyl)-7-(6,7-dimethoxyquinolin-4-yloxy)quinoline-4-carboxamide
0.000023	-	KDR enzyme	Homo sapiens	N-(4-chlorophenyl)-3-(6,7-dimethoxyquinolin-4-yloxy)isoquinoline-8-carboxamide
0.000028	-	KDR enzyme	Homo sapiens	6-(7H-pyrrolo[2,3-d]pyrimidin-4-yloxy)-N-(4-chlorophenyl)-1-naphthamide
0.000028	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	N-(3,5-dichlorophenyl)-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide
0.000034	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	N-(4-chlorophenyl)-6-(quinolin-4-yloxy)-1-naphthamide
0.000034	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	6-(6,7-dimethoxyquinolin-4-yloxy)-N-(3-(trifluoromethyl)phenyl)-1-naphthamide
0.000037	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	6-(7H-pyrrolo[2,3-d]pyrimidin-4-yloxy)-N-(4-chlorophenyl)-1-naphthamide
0.000046	-	KDR enzyme	Homo sapiens	N-(4-chlorophenyl)-6-(2-(methylamino)pyrimidin-4-yloxy)-1-naphthamide
0.000063	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	N-(4-tert-butylphenyl)-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide
0.000068	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	N-(5-tert-butylisoxazol-3-yl)-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide
0.000069	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	N-(4-chlorophenyl)-6-(3-fluoro-6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide
0.00007	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	N-(cyclopropylmethyl)-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide
0.000106	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	N-(4-chlorophenyl)-6-(6-(methylamino)pyrimidin-4-yloxy)-1-naphthamide
0.00014	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	N-(4-chlorophenyl)-6-(2-(methylamino)pyridin-4-yloxy)-1-naphthamide
0.000175	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	N-(4-chlorophenyl)-3-(6,7-dimethoxyquinolin-4-yloxy)isoquinoline-8-carboxamide
0.00021	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	4-(5-((4-chlorophenyl)carbamoyl)naphthalen-2-yloxy)-N-methylpicolinamide
0.00022	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	N-(4-chlorophenyl)-6-(pyridin-4-yloxy)-1-naphthamide
0.000247	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	N-(4-chloro-3-(trifluoromethyl)phenyl)-6-(6,7-dimethoxyquinolin-4-yloxy)-1-naphthamide
0.000296	-	VEGF driven proliferation of HUVEC cell	Homo sapiens	N-(4-chlorophenyl)-6-(2-(methylamino)pyrimidin-4-yloxy)-1-naphthamide
0.00031	-	KDR enzyme	Homo sapiens	N-(4-chlorophenyl)-6-(pyrimidin-4-yloxy)-1-naphthamide
0.0014	-	KDR enzyme	Homo sapiens	N-(4-chlorophenyl)-6-((6,7-dimethoxyquinolin-4-yl)(methyl)amino)-1-naphthamide