CQA

4-[(7-CHLOROQUINOLIN-4-YL)AMINO]-2-[(DIETHYLAMINO)METHYL]PHENOL

Created:	2005-08-31
Last modified:	2020-05-27

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3 entries where CQA is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	47
Chiral Atom Count	0
Bond Count	49
Aromatic Bond Count	17

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Chemical Component Summary
Name	4-[(7-CHLOROQUINOLIN-4-YL)AMINO]-2-[(DIETHYLAMINO)METHYL]PHENOL
Synonyms	AMODIAQUINE; FLAVOQUINE
Systematic Name (OpenEye OEToolkits)	4-[(7-chloroquinolin-4-yl)amino]-2-(diethylaminomethyl)phenol
Formula	C₂₀ H₂₂ Cl N₃ O
Molecular Weight	355.861
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	Clc1cc2nccc(c2cc1)Nc3cc(c(O)cc3)CN(CC)CC
SMILES	CACTVS	3.341	CCN(CC)Cc1cc(Nc2ccnc3cc(Cl)ccc23)ccc1O
SMILES	OpenEye OEToolkits	1.5.0	CCN(CC)Cc1cc(ccc1O)Nc2ccnc3c2ccc(c3)Cl
Canonical SMILES	CACTVS	3.341	CCN(CC)Cc1cc(Nc2ccnc3cc(Cl)ccc23)ccc1O
Canonical SMILES	OpenEye OEToolkits	1.5.0	CCN(CC)Cc1cc(ccc1O)Nc2ccnc3c2ccc(c3)Cl
InChI	InChI	1.03	InChI=1S/C20H22ClN3O/c1-3-24(4-2)13-14-11-16(6-8-20(14)25)23-18-9-10-22-19-12-15(21)5-7-17(18)19/h5-12,25H,3-4,13H2,1-2H3,(H,22,23)
InChIKey	InChI	1.03	OVCDSSHSILBFBN-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank ID	DB00613
Name	Amodiaquine
Groups	approved investigational
Description	A 4-aminoquinoquinoline compound with anti-inflammatory properties.
Synonyms	Amodiaquine Amodiaquina Amodiaquinum Amodiaquine hydrochloride Amodiaquine dihydrochloride dihydrate
Indication	For treatment of acute malarial attacks in non-immune subjects.
Categories	Aminoquinolines Anti-Infective Agents Antimalarials Antiparasitic Agents Antiparasitic Products, Insecticides and Repellents Antiprotozoals Cytochrome P-450 CYP2C8 Substrates Cytochrome P-450 CYP2C9 Inhibitors Cytochrome P-450 CYP2C9 Inhibitors (strength unknown) Cytochrome P-450 CYP2D6 Inhibitors Cytochrome P-450 CYP2D6 Inhibitors (strength unknown) Cytochrome P-450 Enzyme Inhibitors Cytochrome P-450 Substrates Heterocyclic Compounds, Fused-Ring P-glycoprotein inhibitors Potential QTc-Prolonging Agents QTc Prolonging Agents Quinolines
ATC-Code	P01BF03 P01BA06
CAS number	86-42-0

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Fe(II)-protoporphyrin IX	-	unknown	binder
Histamine N-methyltransferase	MASSMRSLFSDHGKYVESFRRFLNHSTEHQCMQEFMDKKLPGIIGRIGDT...	unknown	inhibitor
Cytochrome P450 2C8	MEPFVVLVLCLSFMLLFSLWRQSCRRRKLPPGPTPLPIIGNMLQIDVKDI...	unknown	substrate
Cytochrome P450 1A1	MLFPISMSATEFLLASVIFCLVFWVIRASRPQVPKGLKNPPGPWGWPLIG...	unknown	substrate
Cytochrome P450 1B1	MGTSLSPNDPWPLNPLSIQQTTLLLLLSVLATVHVGQRLLRQRRRQLRSA...	unknown	substrate
Cytochrome P450 2D6	MGLEALVPLAVIVAIFLLLVDLMHRRQRWAARYPPGPLPLPGLGNLLHVD...	unknown	inhibitor
Cytochrome P450 2C9	MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDI...	unknown	inhibitor
P-glycoprotein 1	MDLEGDRNGGAKKKNFFKLNNKSEKDKKEKKPTVSVFSMFRYSNWLDKLY...	unknown	inhibitor
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682