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

ID: ALA364955

PubChem CID: 5330058

Max Phase: Preclinical

Molecular Formula: C27H25Cl2N5OS

Molecular Weight: 538.50

Molecule Type: Small molecule

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  COc1cc(Nc2c(C#N)cnc3cc(-c4ccc(CN5CCN(C)CC5)cc4)sc23)c(Cl)cc1Cl

Standard InChI:  InChI=1S/C27H25Cl2N5OS/c1-33-7-9-34(10-8-33)16-17-3-5-18(6-4-17)25-13-23-27(36-25)26(19(14-30)15-31-23)32-22-12-24(35-2)21(29)11-20(22)28/h3-6,11-13,15H,7-10,16H2,1-2H3,(H,31,32)

Standard InChI Key:  QSECCHMWSVTBKZ-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

Associated Targets(Human)

SRC Tclin Tyrosine-protein kinase SRC (10310 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
K562 (73714 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ABL1 Tclin Tyrosine-protein kinase ABL (162 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 538.50Molecular Weight (Monoisotopic): 537.1157AlogP: 6.64#Rotatable Bonds: 6
Polar Surface Area: 64.42Molecular Species: NEUTRALHBA: 7HBD: 1
#RO5 Violations: 2HBA (Lipinski): 6HBD (Lipinski): 1#RO5 Violations (Lipinski): 2
CX Acidic pKa: 13.80CX Basic pKa: 8.09CX LogP: 5.80CX LogD: 5.03
Aromatic Rings: 4Heavy Atoms: 36QED Weighted: 0.30Np Likeness Score: -1.63

References

1. Boschelli DH, Wu B, Barrios Sosa AC, Durutlic H, Chen JJ, Wang Y, Golas JM, Lucas J, Boschelli F..  (2005)  Synthesis and Src kinase inhibitory activity of 2-phenyl- and 2-thienyl-7-phenylaminothieno[3,2-b]pyridine-6-carbonitriles.,  48  (11): [PMID:15916442] [10.1021/jm050175p]
2. 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