[2-(5-Methyl-1H-pyrazol-4-yl)-thieno[3,2-d]pyrimidin-4-yl]-(R)-pyrrolidin-3-yl-amine

ID: ALA3727560

PubChem CID: 89588899

Max Phase: Preclinical

Molecular Formula: C14H16N6S

Molecular Weight: 300.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1[nH]ncc1-c1nc(N[C@@H]2CCNC2)c2sccc2n1

Standard InChI:  InChI=1S/C14H16N6S/c1-8-10(7-16-20-8)13-18-11-3-5-21-12(11)14(19-13)17-9-2-4-15-6-9/h3,5,7,9,15H,2,4,6H2,1H3,(H,16,20)(H,17,18,19)/t9-/m1/s1

Standard InChI Key:  SOGUUUWAKMZIBD-SECBINFHSA-N

Molfile:  

     RDKit          2D

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   -1.0028    1.5132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9971   -3.0138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2935   -3.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4279   -5.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8944   -5.5664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6474   -4.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6464   -3.1521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6168    1.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7582    2.9755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2262    3.2840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9732    1.9832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9669    0.8708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2067   -0.3050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  4 10  1  0
 11 10  1  1
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 11  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 16  2  0
  2 16  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3727560

   [2-(5-Methyl-1H-pyrazol-4-yl)-thieno[3,2-d]pyrimidin-4-yl]-(R)-pyrrolidin-3-yl-amine

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: 300.39

Molecular Weight (Monoisotopic): 300.1157

AlogP: 2.16

#Rotatable Bonds: 3

Polar Surface Area: 78.52

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.11

CX Basic pKa: 10.34

CX LogP: 0.60

CX LogD: -0.87

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.69

Np Likeness Score: -2.03

References

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

Source

Source(1):

• Patent Bioactivity Data