2-[(3R)-3-aminopiperidin-1-yl]-3-(2-chlorobenzyl)-3,5-dihydro-4H-imidazo[4,5-c]quinolin-4-one hydrochloride

ID: ALA2147057

Chembl Id: CHEMBL2147057

PubChem CID: 71460082

Max Phase: Preclinical

Molecular Formula: C22H23Cl2N5O

Molecular Weight: 407.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.N[C@@H]1CCCN(c2nc3c4ccccc4[nH]c(=O)c3n2Cc2ccccc2Cl)C1

Standard InChI:  InChI=1S/C22H22ClN5O.ClH/c23-17-9-3-1-6-14(17)12-28-20-19(16-8-2-4-10-18(16)25-21(20)29)26-22(28)27-11-5-7-15(24)13-27;/h1-4,6,8-10,15H,5,7,11-13,24H2,(H,25,29);1H/t15-;/m1./s1

Standard InChI Key:  SNVONXJNGUSJSV-XFULWGLBSA-N

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: 407.91

Molecular Weight (Monoisotopic): 407.1513

AlogP: 3.51

#Rotatable Bonds: 3

Polar Surface Area: 79.94

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.86

CX LogP: 3.94

CX LogD: 1.58

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.54

Np Likeness Score: -1.28

References

1. Ikuma Y, Hochigai H, Kimura H, Nunami N, Kobayashi T, Uchiyama K, Furuta Y, Sakai M, Horiguchi M, Masui Y, Okazaki K, Sato Y, Nakahira H..  (2012)  Discovery of 3H-imidazo[4,5-c]quinolin-4(5H)-ones as potent and selective dipeptidyl peptidase IV (DPP-4) inhibitors.,  20  (19): [PMID:22938786] [10.1016/j.bmc.2012.07.046]

Source

Source(1):

• Scientific Literature