[2-(2-Isopropylamino-pyridin-4-yl)-thieno[3,2-d]pyrimidin-4-yl]-(R)-pyrrolidin-3-yl-amine

ID: ALA3730064

PubChem CID: 89596274

Max Phase: Preclinical

Molecular Formula: C18H22N6S

Molecular Weight: 354.48

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H22N6S/c1-11(2)21-15-9-12(3-7-20-15)17-23-14-5-8-25-16(14)18(24-17)22-13-4-6-19-10-13/h3,5,7-9,11,13,19H,4,6,10H2,1-2H3,(H,20,21)(H,22,23,24)/t13-/m1/s1

Standard InChI Key:  PNHIKXOKOOQDIT-CYBMUJFWSA-N

Molfile:  

     RDKit          2D

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   -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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6474   -4.2692    0.0000 N   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
   -4.9144    0.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2151    1.4892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2185    2.9892    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9211    3.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6204    2.9950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9214    5.2429    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6222    5.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6225    7.1944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5827    5.3949    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  6
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 11  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  2 16  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3730064

   2-[2-(propan-2-ylamino)pyridin-4-yl]-N-[(3R)-pyrrolidin-3-yl]thieno[3,2-d]pyrimidin-4-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: 354.48

Molecular Weight (Monoisotopic): 354.1627

AlogP: 3.35

#Rotatable Bonds: 5

Polar Surface Area: 74.76

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.31

CX LogP: 3.09

CX LogD: 0.31

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.65

Np Likeness Score: -1.65

References

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

Source

Source(1):

• Patent Bioactivity Data