2,2'-(2,2'-thiobis(pyridine-4,2-diyl))bis(N-((R)-pyrrolidin-3-yl)thieno[3,2-d]pyrimidin-4-amine)

ID: ALA3731080

PubChem CID: 89596569

Max Phase: Preclinical

Molecular Formula: C30H28N10S3

Molecular Weight: 624.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1cc(-c2nc(N[C@@H]3CCNC3)c3sccc3n2)cc(Sc2cc(-c3nc(N[C@@H]4CCNC4)c4sccc4n3)ccn2)n1

Standard InChI:  InChI=1S/C30H28N10S3/c1-9-33-23(13-17(1)27-37-21-5-11-41-25(21)29(39-27)35-19-3-7-31-15-19)43-24-14-18(2-10-34-24)28-38-22-6-12-42-26(22)30(40-28)36-20-4-8-32-16-20/h1-2,5-6,9-14,19-20,31-32H,3-4,7-8,15-16H2,(H,35,37,39)(H,36,38,40)/t19-,20-/m1/s1

Standard InChI Key:  FRYRSOUGCVOQKP-WOJBJXKFSA-N

Molfile:  

     RDKit          2D

 43 50  0  0  0  0  0  0  0  0999 V2000
   -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
   -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
   -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
   -4.9214    5.2429    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2208    5.9939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2233    7.4939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5235    8.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8213    7.4898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8190    5.9898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5187    5.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1175    5.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4358    5.9908    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4103    2.9644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1041    3.7412    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7112    3.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7238    5.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1497    5.6580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0148    4.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1294    3.2515    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4033    1.4639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1006    0.7187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9537   -0.7613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4846   -1.0642    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7425    0.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7530    1.3480    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 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  2 11  1  0
 17 10  1  6
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 17  1  0
 15 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 27 29  1  0
 29 30  2  0
 30 34  1  0
 33 31  1  0
 31 32  2  0
 32 29  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 33  1  0
 31 38  1  0
 39 38  1  6
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3731080

   N-[(3R)-pyrrolidin-3-yl]-2-[2-[4-[4-[[(3R)-pyrrolidin-3-yl]amino]thieno[3,2-d]pyrimidin-2-yl]pyridin-2-yl]sulfanylpyridin-4-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: 624.83

Molecular Weight (Monoisotopic): 624.1661

AlogP: 5.52

#Rotatable Bonds: 8

Polar Surface Area: 125.46

Molecular Species: BASE

HBA: 13

HBD: 4

#RO5 Violations: 3

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 10.61

CX LogP: 5.89

CX LogD: 0.34

Aromatic Rings: 6

Heavy Atoms: 43

QED Weighted: 0.17

Np Likeness Score: -0.96

References

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

Source

Source(1):

• Patent Bioactivity Data