1H-Indole-2-carboxylic acid (4-{4-amino-1-[4-(4-methyl-piperazin-1-yl)-cyclohexyl]-1H-pyrazolo[3,4-d]pyrimidin-3-yl}-2-methoxy-phenyl)-amide

ID: ALA431609

Chembl Id: CHEMBL431609

PubChem CID: 20817081

Max Phase: Preclinical

Molecular Formula: C32H37N9O2

Molecular Weight: 579.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(-c2nn([C@H]3CC[C@H](N4CCN(C)CC4)CC3)c3ncnc(N)c23)ccc1NC(=O)c1cc2ccccc2[nH]1

Standard InChI:  InChI=1S/C32H37N9O2/c1-39-13-15-40(16-14-39)22-8-10-23(11-9-22)41-31-28(30(33)34-19-35-31)29(38-41)21-7-12-25(27(18-21)43-2)37-32(42)26-17-20-5-3-4-6-24(20)36-26/h3-7,12,17-19,22-23,36H,8-11,13-16H2,1-2H3,(H,37,42)(H2,33,34,35)/t22-,23-

Standard InChI Key:  RZDRBCYADHCOMG-YHBQERECSA-N

Alternative Forms

1. Parent:

   

   ALA431609

   trans-N2-(4-{4-amino-1-[4-(4-methylpiperazino)cyclohexyl]-1H-pyrazolo[3,4-d]pyrimidin-3-yl}-2-methoxyphenyl)-1H-2-indolecarboxamide

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: 579.71

Molecular Weight (Monoisotopic): 579.3070

AlogP: 4.55

#Rotatable Bonds: 6

Polar Surface Area: 130.22

Molecular Species: BASE

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.89

CX Basic pKa: 8.79

CX LogP: 3.58

CX LogD: 2.15

Aromatic Rings: 5

Heavy Atoms: 43

QED Weighted: 0.27

Np Likeness Score: -1.23

References

1. Borhani DW, Calderwood DJ, Friedman MM, Hirst GC, Li B, Leung AK, McRae B, Ratnofsky S, Ritter K, Waegell W..  (2004)  A-420983: a potent, orally active inhibitor of lck with efficacy in a model of transplant rejection.,  14  (10): [PMID:15109663] [10.1016/j.bmcl.2004.02.101]

Source

Source(1):

• Scientific Literature