PIL

3-(CYCLOPENTYLOXY)-N-(3,5-DICHLOROPYRIDIN-4-YL)-4-METHOXYBENZAMIDE

Created:	2004-11-17
Last modified:	2021-03-01

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3 entries where PIL is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	43
Chiral Atom Count	0
Bond Count	45
Aromatic Bond Count	12

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Chemical Component Summary
Name	3-(CYCLOPENTYLOXY)-N-(3,5-DICHLOROPYRIDIN-4-YL)-4-METHOXYBENZAMIDE
Synonyms	PICLAMILAST
Systematic Name (OpenEye OEToolkits)	3-cyclopentyloxy-N-(3,5-dichloropyridin-4-yl)-4-methoxy-benzamide
Formula	C₁₈ H₁₈ Cl₂ N₂ O₃
Molecular Weight	381.253
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	Clc3c(NC(=O)c2ccc(OC)c(OC1CCCC1)c2)c(Cl)cnc3
SMILES	CACTVS	3.341	COc1ccc(cc1OC2CCCC2)C(=O)Nc3c(Cl)cncc3Cl
SMILES	OpenEye OEToolkits	1.5.0	COc1ccc(cc1OC2CCCC2)C(=O)Nc3c(cncc3Cl)Cl
Canonical SMILES	CACTVS	3.341	COc1ccc(cc1OC2CCCC2)C(=O)Nc3c(Cl)cncc3Cl
Canonical SMILES	OpenEye OEToolkits	1.5.0	COc1ccc(cc1OC2CCCC2)C(=O)Nc3c(cncc3Cl)Cl
InChI	InChI	1.03	InChI=1S/C18H18Cl2N2O3/c1-24-15-7-6-11(8-16(15)25-12-4-2-3-5-12)18(23)22-17-13(19)9-21-10-14(17)20/h6-10,12H,2-5H2,1H3,(H,21,22,23)
InChIKey	InChI	1.03	RRRUXBQSQLKHEL-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank ID	DB01791
Name	Piclamilast
Groups	experimental
Description	Piclamilast (RP-73,401), is a selective PDE4 inhibitor comparable to other PDE4 inhibitors for its anti-inflammatory effects. It has been investigated for its applications to the treatment of conditions such as chronic obstructive pulmonary disease, bronchopulmonary dysplasia and asthma. The structure for piclamilast was first elucidated in a 1995 European patent application and exhibits the structural functionalities of cilomilast and roflumilast.
Synonyms	Piclamilast 3-(cyclopentyloxy)-N-(3,5-dichloro-4-pyridinyl)-4-methoxybenzamide 3-(cyclopentyloxy)-N-(3,5-dichloro-4-pyridyl)-p-anisamide Piclamilastum
Categories	Acids, Carbocyclic Amides Benzene Derivatives Benzoates Enzyme Inhibitors Phosphodiesterase 4 Inhibitors Phosphodiesterase Inhibitors
CAS number	144035-83-6

Drug Targets

Name	Target Sequence	Pharmacological Action
cAMP-specific 3',5'-cyclic phosphodiesterase 4A	MEPPTVPSERSLSLSLPGPREGQATLKPPPQHLWRQPRTPIRIQQRGYSD...	unknown
cAMP-specific 3',5'-cyclic phosphodiesterase 4B	MKKSRSVMTVMADDNVKDYFECSLSKSYSSSSNTLGIDLWRGRRCCSGNL...	unknown
cAMP-specific 3',5'-cyclic phosphodiesterase 4C	MENLGVGEGAEACSRLSRSRGRHSMTRAPKHLWRQPRRPIRIQQRFYSDP...	unknown
cAMP-specific 3',5'-cyclic phosphodiesterase 4D	MEAEGSSAPARAGSGEGSDSAGGATLKAPKHLWRHEQHHQYPLRQPQFRL...	unknown

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