US8853193, 16-2

ID: ALA3698937

PubChem CID: 53374794

Max Phase: Preclinical

Molecular Formula: C17H19N5O3S

Molecular Weight: 373.44

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H19N5O3S/c1-9(5-6-18)25-15-11(4-3-7-19-15)22-14-12-10(2)13(17(23)24)26-16(12)21-8-20-14/h3-4,7-9H,5-6,18H2,1-2H3,(H,23,24)(H,20,21,22)

Standard InChI Key:  AEZIQAFYPBDDDR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    7.5485   -3.1303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    3.8990   -0.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003   -1.4977    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
    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
   -3.7550   -4.4175    0.0000 O   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
   -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
 13 14  1  0
 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
 20 24  2  0
 24 25  1  0
 24 26  1  0
 26 14  1  0
 26 18  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3698937

   4-[[2-(4-Aminobutan-2-yloxy)pyridin-3-yl]amino]-5-methylthieno[2,3-d]pyrimidine-6-carboxylic acid

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: 373.44

Molecular Weight (Monoisotopic): 373.1209

AlogP: 2.95

#Rotatable Bonds: 7

Polar Surface Area: 123.25

Molecular Species: ZWITTERION

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.90

CX Basic pKa: 9.93

CX LogP: 0.27

CX LogD: 0.27

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.58

Np Likeness Score: -1.44

References

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

Source

Source(1):

• BindingDB Database