2-(5-((dimethylamino)methyl)-2-methoxyphenyl)-4-(4-methyl-1H-indol-5-ylamino)thieno[2,3-b]pyridine-5-carbonitrile

ID: ALA516913

PubChem CID: 25195244

Max Phase: Preclinical

Molecular Formula: C27H25N5OS

Molecular Weight: 467.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CN(C)C)cc1-c1cc2c(Nc3ccc4[nH]ccc4c3C)c(C#N)cnc2s1

Standard InChI:  InChI=1S/C27H25N5OS/c1-16-19-9-10-29-23(19)7-6-22(16)31-26-18(13-28)14-30-27-21(26)12-25(34-27)20-11-17(15-32(2)3)5-8-24(20)33-4/h5-12,14,29H,15H2,1-4H3,(H,30,31)

Standard InChI Key:  GQKHMFJDTFXZNM-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA516913

   2-(5-((dimethylamino)methyl)-2-methoxyphenyl)-4-(4-methyl-1H-indol-5-ylamino)thieno[2,3-b]pyridine-5-carbonitrile

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: 467.60

Molecular Weight (Monoisotopic): 467.1780

AlogP: 6.44

#Rotatable Bonds: 6

Polar Surface Area: 76.97

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.91

CX LogP: 5.33

CX LogD: 3.82

Aromatic Rings: 5

Heavy Atoms: 34

QED Weighted: 0.30

Np Likeness Score: -1.33

References

1. Wu B, Boschelli DH, Lee J, Yang X, Chaudhary D..  (2009)  Second generation 4-(4-methyl-1H-indol-5-ylamino)-2-phenylthieno[2,3-b]pyridine-5-carbonitrile PKCtheta inhibitors.,  19  (3): [PMID:19111463] [10.1016/j.bmcl.2008.12.021]

Source

Source(1):

• Scientific Literature