1-Methyl-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: ALA314627

Chembl Id: CHEMBL314627

PubChem CID: 9549183

Max Phase: Preclinical

Molecular Formula: C33H39N9O2

Molecular Weight: 593.74

Molecule Type: Small molecule

Names and Identifiers

Synonyms: A-420983 | CHEMBL314627|N-(4-{4-Amino-1-[4-(4-Methylpiperazin-1-Yl)-Trans-Cyclohexyl]-1h-Pyrazolo[3,4-D]pyrimidin-3-Yl}-2-Methoxyphenyl)-1-Methyl-1h-Indole-2-Carboxamide|SCHEMBL5803074|SCHEMBL6221049|SCHEMBL14106773|SCHEMBL16752208|SCHEMBL19999345|STVKLDUINKMZFE-PSWAGMNNSA-N|STVKLDUINKMZFE-RQNOJGIXSA-N|BDBM50145571|L1G|Q27462205|1-Methyl-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|N-(4-(4-amino-1-((cShow More⌵

Canonical SMILES:  COc1cc(-c2nn([C@H]3CC[C@H](N4CCN(C)CC4)CC3)c3ncnc(N)c23)ccc1NC(=O)c1cc2ccccc2n1C

Standard InChI:  InChI=1S/C33H39N9O2/c1-39-14-16-41(17-15-39)23-9-11-24(12-10-23)42-32-29(31(34)35-20-36-32)30(38-42)22-8-13-25(28(19-22)44-3)37-33(43)27-18-21-6-4-5-7-26(21)40(27)2/h4-8,13,18-20,23-24H,9-12,14-17H2,1-3H3,(H,37,43)(H2,34,35,36)/t23-,24-

Standard InChI Key:  STVKLDUINKMZFE-RQNOJGIXSA-N

Alternative Forms

1. Parent:

   

   ALA314627

   N-(4-{4-Amino-1-[4-(4-Methylpiperazin-1-Yl)-Trans-Cyclohexyl]-1h-Pyrazolo[3,4-D]pyrimidin-3-Yl}-2-Methoxyphenyl)-1-Methyl-1h-Indole-2-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: 593.74

Molecular Weight (Monoisotopic): 593.3227

AlogP: 4.56

#Rotatable Bonds: 6

Polar Surface Area: 119.36

Molecular Species: BASE

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 8.79

CX LogP: 3.81

CX LogD: 2.38

Aromatic Rings: 5

Heavy Atoms: 44

QED Weighted: 0.29

Np Likeness Score: -1.25

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