Thiophene-2-carboxylic acid(4-{4-[(S)-2-amino-3-(4-trifluoromethyl-phenyl)-propylamino]-thieno[3,2-d]pyrimidin-2-yl}-pyridin-2-yl)-amide

ID: ALA3730235

PubChem CID: 89596568

Max Phase: Preclinical

Molecular Formula: C26H21F3N6OS2

Molecular Weight: 554.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N[C@H](CNc1nc(-c2ccnc(NC(=O)c3cccs3)c2)nc2ccsc12)Cc1ccc(C(F)(F)F)cc1

Standard InChI:  InChI=1S/C26H21F3N6OS2/c27-26(28,29)17-5-3-15(4-6-17)12-18(30)14-32-24-22-19(8-11-38-22)33-23(35-24)16-7-9-31-21(13-16)34-25(36)20-2-1-10-37-20/h1-11,13,18H,12,14,30H2,(H,31,34,36)(H,32,33,35)/t18-/m0/s1

Standard InChI Key:  GYKCIVWHQBSEHL-SFHVURJKSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3730235

   N-[4-[4-[[(2S)-2-amino-3-[4-(trifluoromethyl)phenyl]propyl]amino]thieno[3,2-d]pyrimidin-2-yl]pyridin-2-yl]thiophene-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: 554.62

Molecular Weight (Monoisotopic): 554.1170

AlogP: 6.07

#Rotatable Bonds: 8

Polar Surface Area: 105.82

Molecular Species: BASE

HBA: 8

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.46

CX Basic pKa: 9.60

CX LogP: 6.33

CX LogD: 4.17

Aromatic Rings: 5

Heavy Atoms: 38

QED Weighted: 0.22

Np Likeness Score: -1.78

References

1.  (2013)  Thienopyrimidine inhibitors of atypical protein kinase C, 

Source

Source(1):

• Patent Bioactivity Data