Thiophene-2-carboxylic acid{4-[4-((R)-pyrrolidin-3-ylamino)-thieno[3,2-d]pyrimidin-2-yl]-pyridin-2-yl}-amide

ID: ALA3729940

PubChem CID: 89596369

Max Phase: Preclinical

Molecular Formula: C20H18N6OS2

Molecular Weight: 422.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cc(-c2nc(N[C@@H]3CCNC3)c3sccc3n2)ccn1)c1cccs1

Standard InChI:  InChI=1S/C20H18N6OS2/c27-20(15-2-1-8-28-15)25-16-10-12(3-7-22-16)18-24-14-5-9-29-17(14)19(26-18)23-13-4-6-21-11-13/h1-3,5,7-10,13,21H,4,6,11H2,(H,22,25,27)(H,23,24,26)/t13-/m1/s1

Standard InChI Key:  ZBSHUSUTPFSFBZ-CYBMUJFWSA-N

Molfile:  

     RDKit          2D

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   -3.6222   -5.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5827   -5.3949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4109   -8.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8776   -9.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3729940

   N-[4-[4-[[(3R)-pyrrolidin-3-yl]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: 422.54

Molecular Weight (Monoisotopic): 422.0984

AlogP: 3.84

#Rotatable Bonds: 5

Polar Surface Area: 91.83

Molecular Species: BASE

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.46

CX Basic pKa: 10.31

CX LogP: 3.74

CX LogD: 0.97

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.45

Np Likeness Score: -2.06

References

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

Source

Source(1):

• Patent Bioactivity Data