2-(2-((6-chloroquinolin-4-yl)methyl)-7-(cyclopropylmethyl)-5-ethyl-4,6-dioxo-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-d]pyrimidin-3-yl)-1-methyl-1H-imidazole-4-carbonitrile

ID: ALA2088117

Chembl Id: CHEMBL2088117

PubChem CID: 70686994

Max Phase: Preclinical

Molecular Formula: C26H23ClN8O2

Molecular Weight: 514.98

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCn1c(=O)c2c(-c3nc(C#N)cn3C)n(Cc3ccnc4ccc(Cl)cc34)nc2n(CC2CC2)c1=O

Standard InChI:  InChI=1S/C26H23ClN8O2/c1-3-33-25(36)21-22(24-30-18(11-28)14-32(24)2)35(31-23(21)34(26(33)37)12-15-4-5-15)13-16-8-9-29-20-7-6-17(27)10-19(16)20/h6-10,14-15H,3-5,12-13H2,1-2H3

Standard InChI Key:  GYLHDFPDIAGLGQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2088117

   2-[2-[(6-Chloroquinolin-4-yl)methyl]-7-(cyclopropylmethyl)-5-ethyl-4,6-dioxopyrazolo[3,4-d]pyrimidin-3-yl]-1-methylimidazole-4-carbonitrile

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: 514.98

Molecular Weight (Monoisotopic): 514.1632

AlogP: 3.31

#Rotatable Bonds: 6

Polar Surface Area: 116.32

Molecular Species: NEUTRAL

HBA: 10

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.71

CX LogP: 3.77

CX LogD: 3.77

Aromatic Rings: 5

Heavy Atoms: 37

QED Weighted: 0.34

Np Likeness Score: -1.41

References

1. Basarab GS, Hill P, Eyermann CJ, Gowravaram M, Käck H, Osimoni E..  (2012)  Design of inhibitors of Helicobacter pylori glutamate racemase as selective antibacterial agents: incorporation of imidazoles onto a core pyrazolopyrimidinedione scaffold to improve bioavailabilty.,  22  (17): [PMID:22877632] [10.1016/j.bmcl.2012.07.004]

Source

Source(1):

• Scientific Literature