3-{4-[(Furan-2-ylmethyl)-amino]-3-methoxy-phenyl}-1-[4-(4-methyl-piperazin-1-yl)-cyclohexyl]-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine

ID: ALA431407

Chembl Id: CHEMBL431407

PubChem CID: 20817018

Max Phase: Preclinical

Molecular Formula: C28H36N8O2

Molecular Weight: 516.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(-c2nn([C@H]3CC[C@H](N4CCN(C)CC4)CC3)c3ncnc(N)c23)ccc1NCc1ccco1

Standard InChI:  InChI=1S/C28H36N8O2/c1-34-11-13-35(14-12-34)20-6-8-21(9-7-20)36-28-25(27(29)31-18-32-28)26(33-36)19-5-10-23(24(16-19)37-2)30-17-22-4-3-15-38-22/h3-5,10,15-16,18,20-21,30H,6-9,11-14,17H2,1-2H3,(H2,29,31,32)/t20-,21-

Standard InChI Key:  STDSMFMGPYMGRQ-MEMLXQNLSA-N

Alternative Forms

1. Parent:

   

   ALA431407

   3-{4-[(Furan-2-ylmethyl)-amino]-3-methoxy-phenyl}-1-[4-(4-methyl-piperazin-1-yl)-cyclohexyl]-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine

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: 516.65

Molecular Weight (Monoisotopic): 516.2961

AlogP: 4.02

#Rotatable Bonds: 7

Polar Surface Area: 110.50

Molecular Species: BASE

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.79

CX LogP: 2.73

CX LogD: 1.30

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.38

Np Likeness Score: -1.31

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