5-(7-(cyclopropylmethyl)-5-methyl-2-((5-methyl-1H-indol-3-yl)methyl)-4,6-dioxo-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-methoxy-1-methyl-1H-pyrrole-3-carboxamide

ID: ALA1652589

Chembl Id: CHEMBL1652589

PubChem CID: 44241625

Max Phase: Preclinical

Molecular Formula: C27H29N7O4

Molecular Weight: 515.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CONC(=O)c1cc(-c2c3c(=O)n(C)c(=O)n(CC4CC4)c3nn2Cc2c[nH]c3ccc(C)cc23)n(C)c1

Standard InChI:  InChI=1S/C27H29N7O4/c1-15-5-8-20-19(9-15)18(11-28-20)14-34-23(21-10-17(13-31(21)2)25(35)30-38-4)22-24(29-34)33(12-16-6-7-16)27(37)32(3)26(22)36/h5,8-11,13,16,28H,6-7,12,14H2,1-4H3,(H,30,35)

Standard InChI Key:  UEPHWPDJZAZCOH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1652589

   5-{7-(cyclopropylmethyl)-5-methyl-2[(5-methyl-1H-indol-3-yl)methyl]-4,6-dioxo-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-d]pyrimidin-3-yl}-N-methoxy-1-methyl-1H-pyrrole-3-carboxamide

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: 515.57

Molecular Weight (Monoisotopic): 515.2281

AlogP: 2.44

#Rotatable Bonds: 7

Polar Surface Area: 120.87

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.35

CX Basic pKa: ┄

CX LogP: 2.99

CX LogD: 2.99

Aromatic Rings: 5

Heavy Atoms: 38

QED Weighted: 0.32

Np Likeness Score: -1.12

References

1. 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