7-(2,4-Dichloro-5-methoxy-phenylamino)-2-[5-(4-methyl-piperazin-1-ylmethyl)-pyridin-2-yl]-thieno[3,2-b]pyridine-6-carbonitrile

ID: ALA373101

Chembl Id: CHEMBL373101

PubChem CID: 5330420

Max Phase: Preclinical

Molecular Formula: C26H24Cl2N6OS

Molecular Weight: 539.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(Nc2c(C#N)cnc3cc(-c4ccc(CN5CCN(C)CC5)cn4)sc23)c(Cl)cc1Cl

Standard InChI:  InChI=1S/C26H24Cl2N6OS/c1-33-5-7-34(8-6-33)15-16-3-4-20(30-13-16)24-11-22-26(36-24)25(17(12-29)14-31-22)32-21-10-23(35-2)19(28)9-18(21)27/h3-4,9-11,13-14H,5-8,15H2,1-2H3,(H,31,32)

Standard InChI Key:  IBRPSHUYWHRYQA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA373101

   Thieno[3,2-b]-pyridine-6-carbonitrile 12

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: 539.49

Molecular Weight (Monoisotopic): 538.1109

AlogP: 6.04

#Rotatable Bonds: 6

Polar Surface Area: 77.31

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.72

CX Basic pKa: 7.71

CX LogP: 4.96

CX LogD: 4.48

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.32

Np Likeness Score: -1.65

References

1. Boschelli DH, Wu B, Barrios Sosa AC, Chen JJ, Golas JM, Boschelli F..  (2005)  Inhibition of Src kinase activity by 7-[(2,4-dichloro-5-methoxyphenyl)amino]-2-heteroaryl-thieno[3,2-b]pyridine-6-carbonitriles.,  15  (21): [PMID:16125383] [10.1016/j.bmcl.2005.07.061]

Source

Source(1):

• Scientific Literature