2-((6-chloroquinolin-4-yl)methyl)-7-(cyclopropylmethyl)-5-methyl-3-(1-methyl-4-(methylsulfinyl)-1H-pyrrol-2-yl)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione

ID: ALA469219

Chembl Id: CHEMBL469219

PubChem CID: 25014731

Max Phase: Preclinical

Molecular Formula: C26H25ClN6O3S

Molecular Weight: 537.05

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1cc([S+](C)[O-])cc1-c1c2c(=O)n(C)c(=O)n(CC3CC3)c2nn1Cc1ccnc2ccc(Cl)cc12

Standard InChI:  InChI=1S/C26H25ClN6O3S/c1-30-14-18(37(3)36)11-21(30)23-22-24(32(12-15-4-5-15)26(35)31(2)25(22)34)29-33(23)13-16-8-9-28-20-7-6-17(27)10-19(16)20/h6-11,14-15H,4-5,12-13H2,1-3H3

Standard InChI Key:  CHULDGFSKLYERR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA469219

   2-((6-chloroquinolin-4-yl)methyl)-7-(cyclopropylmethyl)-5-methyl-3-(1-methyl-4-(methylsulfinyl)-1H-pyrrol-2-yl)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione

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: 537.05

Molecular Weight (Monoisotopic): 536.1397

AlogP: 3.30

#Rotatable Bonds: 6

Polar Surface Area: 102.70

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.72

CX LogP: 2.65

CX LogD: 2.65

Aromatic Rings: 5

Heavy Atoms: 37

QED Weighted: 0.31

Np Likeness Score: -1.13

References

1. Basarab GS, Hill PJ, Rastagar A, Webborn PJ..  (2008)  Design of Helicobacter pylori glutamate racemase inhibitors as selective antibacterial agents: a novel pro-drug approach to increase exposure.,  18  (16): [PMID:18640833] [10.1016/j.bmcl.2008.06.092]

2. de Jonge BL, Kutschke A, Uria-Nickelsen M, Kamp HD, Mills SD..  (2009)  Pyrazolopyrimidinediones are selective agents for Helicobacter pylori that suppress growth through inhibition of glutamate racemase (MurI).,  53  (8): [PMID:19433553] [10.1128/aac.00226-09]

Source

Source(1):

• Scientific Literature