5-(Adamantan-1-ylcarboxamido)isoquinolin-1-one

ID: ALA1765110

Chembl Id: CHEMBL1765110

PubChem CID: 52936896

Max Phase: Preclinical

Molecular Formula: C20H22N2O2

Molecular Weight: 322.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cccc2c(=O)[nH]ccc12)C12CC3CC(CC(C3)C1)C2

Standard InChI:  InChI=1S/C20H22N2O2/c23-18-16-2-1-3-17(15(16)4-5-21-18)22-19(24)20-9-12-6-13(10-20)8-14(7-12)11-20/h1-5,12-14H,6-11H2,(H,21,23)(H,22,24)

Standard InChI Key:  HYNGHFUYHYIBOI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1765110

   5-(Adamantan-1-ylcarboxamido)isoquinolin-1-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 322.41

Molecular Weight (Monoisotopic): 322.1681

AlogP: 3.68

#Rotatable Bonds: 2

Polar Surface Area: 61.96

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.56

CX Basic pKa: ┄

CX LogP: 3.17

CX LogD: 3.17

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.89

Np Likeness Score: -0.90

References

1. Sunderland PT, Woon EC, Dhami A, Bergin AB, Mahon MF, Wood PJ, Jones LA, Tully SR, Lloyd MD, Thompson AS, Javaid H, Martin NM, Threadgill MD..  (2011)  5-Benzamidoisoquinolin-1-ones and 5-(ω-carboxyalkyl)isoquinolin-1-ones as isoform-selective inhibitors of poly(ADP-ribose) polymerase 2 (PARP-2).,  54  (7): [PMID:21417348] [10.1021/jm1010918]

Source

Source(1):

• Scientific Literature