(5-Methyl-2-oxo-1,3-dioxol-4-yl)methyl 2-[(3R)-3-aminopiperidin-1-yl]-3-(2-chloro-5-fluorobenzyl)-5-methyl-4-oxo-4,5-dihydro-3H-imidazo[4,5-c]quinoline-8-carboxylate hydrochloride

ID: ALA3400964

Chembl Id: CHEMBL3400964

PubChem CID: 118728165

Max Phase: Preclinical

Molecular Formula: C29H28Cl2FN5O6

Molecular Weight: 596.02

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1oc(=O)oc1COC(=O)c1ccc2c(c1)c1nc(N3CCC[C@@H](N)C3)n(Cc3cc(F)ccc3Cl)c1c(=O)n2C.Cl

Standard InChI:  InChI=1S/C29H27ClFN5O6.ClH/c1-15-23(42-29(39)41-15)14-40-27(38)16-5-8-22-20(11-16)24-25(26(37)34(22)2)36(12-17-10-18(31)6-7-21(17)30)28(33-24)35-9-3-4-19(32)13-35;/h5-8,10-11,19H,3-4,9,12-14,32H2,1-2H3;1H/t19-;/m1./s1

Standard InChI Key:  DLLGBMNXCBDHKP-FSRHSHDFSA-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: 596.02

Molecular Weight (Monoisotopic): 595.1634

AlogP: 3.87

#Rotatable Bonds: 6

Polar Surface Area: 138.73

Molecular Species: BASE

HBA: 11

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 9.86

CX LogP: 4.55

CX LogD: 2.19

Aromatic Rings: 5

Heavy Atoms: 42

QED Weighted: 0.29

Np Likeness Score: -1.16

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