US8853193, 16-3

ID: ALA3698938

PubChem CID: 58413314

Max Phase: Preclinical

Molecular Formula: C22H31N7O2S

Molecular Weight: 457.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(C(=O)NCCCN(C)C)sc2ncnc(Nc3cccnc3OC(C)CCN)c12

Standard InChI:  InChI=1S/C22H31N7O2S/c1-14(8-9-23)31-21-16(7-5-10-25-21)28-19-17-15(2)18(32-22(17)27-13-26-19)20(30)24-11-6-12-29(3)4/h5,7,10,13-14H,6,8-9,11-12,23H2,1-4H3,(H,24,30)(H,26,27,28)

Standard InChI Key:  PERNZYRQNVVDHP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
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    6.5125   -3.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5208   -5.2365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8242   -5.9806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8309   -7.1805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2090   -2.9917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2007   -1.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4972   -0.7364    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4920    0.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1903    1.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8939    0.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4133   -1.7530    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8032   -3.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5550   -4.4193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9569   -5.4595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0559   -4.4171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8090   -5.7153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3098   -5.7131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0629   -7.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5637   -7.0092    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1659   -8.0472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1619   -5.9689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3114   -2.9665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4916   -3.8582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  2  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
 12 13  1  0
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 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 20 30  2  0
 30 31  1  0
 30 32  1  0
 32 14  1  0
 32 18  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3698938

   4-[[2-(4-aminobutan-2-yloxy)pyridin-3-yl]amino]-N-[3-(dimethylamino)propyl]-5-methylthieno[2,3-d]pyrimidine-6-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: 457.60

Molecular Weight (Monoisotopic): 457.2260

AlogP: 2.94

#Rotatable Bonds: 11

Polar Surface Area: 118.29

Molecular Species: BASE

HBA: 9

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.05

CX Basic pKa: 10.02

CX LogP: 2.03

CX LogD: -2.28

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.38

Np Likeness Score: -1.67

References

1.  (2014)  Thienopyrimidines containing a substituted alkyl group for pharmaceutical compositions, 

Source

Source(1):

• BindingDB Database