2-[1-(2-Methoxyethyl)piperidin-4-yl]-3-oxo-2,3-dihydro-1H-isoindole-4-carboxamide

ID: ALA3605995

Chembl Id: CHEMBL3605995

PubChem CID: 67194062

Max Phase: Preclinical

Molecular Formula: C17H23N3O3

Molecular Weight: 317.39

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COCCN1CCC(N2Cc3cccc(C(N)=O)c3C2=O)CC1

Standard InChI:  InChI=1S/C17H23N3O3/c1-23-10-9-19-7-5-13(6-8-19)20-11-12-3-2-4-14(16(18)21)15(12)17(20)22/h2-4,13H,5-11H2,1H3,(H2,18,21)

Standard InChI Key:  DYBBOUMPDJICSQ-UHFFFAOYSA-N

Associated Targets(Human)

PARP1 Tclin Poly [ADP-ribose] polymerase-1 (6206 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Parp1 Poly [ADP-ribose] polymerase-1 (176 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 317.39Molecular Weight (Monoisotopic): 317.1739AlogP: 0.85#Rotatable Bonds: 5
Polar Surface Area: 75.87Molecular Species: NEUTRALHBA: 4HBD: 1
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 13.24CX Basic pKa: 8.28CX LogP: -0.15CX LogD: -1.08
Aromatic Rings: 1Heavy Atoms: 23QED Weighted: 0.87Np Likeness Score: -0.99

References

1. Papeo G, Posteri H, Borghi D, Busel AA, Caprera F, Casale E, Ciomei M, Cirla A, Corti E, D'Anello M, Fasolini M, Forte B, Galvani A, Isacchi A, Khvat A, Krasavin MY, Lupi R, Orsini P, Perego R, Pesenti E, Pezzetta D, Rainoldi S, Riccardi-Sirtori F, Scolaro A, Sola F, Zuccotto F, Felder ER, Donati D, Montagnoli A..  (2015)  Discovery of 2-[1-(4,4-Difluorocyclohexyl)piperidin-4-yl]-6-fluoro-3-oxo-2,3-dihydro-1H-isoindole-4-carboxamide (NMS-P118): A Potent, Orally Available, and Highly Selective PARP-1 Inhibitor for Cancer Therapy.,  58  (17): [PMID:26222319] [10.1021/acs.jmedchem.5b00680]
2.  (2014)  3-oxo-2,3-dihydro-1H-isoindole-4-carboxamides as PARP inhibitors,