ID: ALA3400959

Max Phase: Preclinical

Molecular Formula: C29H36Cl2N6O3

Molecular Weight: 551.09

Molecule Type: Small molecule

Representations

Canonical SMILES:  CN(C)CCCOC(=O)c1ccc2c(c1)c1nc(N3CCC[C@@H](N)C3)n(Cc3ccccc3Cl)c1c(=O)n2C.Cl

Standard InChI:  InChI=1S/C29H35ClN6O3.ClH/c1-33(2)13-7-15-39-28(38)19-11-12-24-22(16-19)25-26(27(37)34(24)3)36(17-20-8-4-5-10-23(20)30)29(32-25)35-14-6-9-21(31)18-35;/h4-5,8,10-12,16,21H,6-7,9,13-15,17-18,31H2,1-3H3;1H/t21-;/m1./s1

Standard InChI Key:  WMRALVUYXKVVQN-ZMBIFBSDSA-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

Properties

Molecular Weight: 551.09

Molecular Weight (Monoisotopic): 550.2459

AlogP: 3.63

#Rotatable Bonds: 8

Polar Surface Area: 98.62

Molecular Species: BASE

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 10.01

CX LogP: 3.89

CX LogD: -0.52

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.26

Np Likeness Score: -1.23

References

1. Ikuma Y, Hochigai H, Kimura H, Nunami N, Kobayashi T, Uchiyama K, Umezome T, Sakurai Y, Sawada N, Tadano J, Sugaru E, Ono M, Hirose Y, Nakahira H..  (2015)  Discovery of 3H-imidazo[4,5-c]quinolin-4(5H)-ones as potent and selective dipeptidyl peptidase IV (DPP-4) inhibitors: use of a carboxylate prodrug to improve bioavailability.,  23  (4): [PMID:25596166] [10.1016/j.bmc.2014.12.051]

Source

Source(1):

• Scientific Literature