US8853193, 13-3

ID: ALA3698933

PubChem CID: 58413389

Max Phase: Preclinical

Molecular Formula: C23H27FN4O4S

Molecular Weight: 474.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1sc2ncnc(Nc3ccc(F)cc3OC(C)CCNC(=O)C(C)C)c2c1C

Standard InChI:  InChI=1S/C23H27FN4O4S/c1-12(2)21(29)25-9-8-13(3)32-17-10-15(24)6-7-16(17)28-20-18-14(4)19(23(30)31-5)33-22(18)27-11-26-20/h6-7,10-13H,8-9H2,1-5H3,(H,25,29)(H,26,27,28)

Standard InChI Key:  CWILDQNWIBHZHM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.0559   -4.4171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5551   -4.4192    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
    1.8032   -3.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    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
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   -6.4920    0.7635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.5485   -3.1303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5208   -5.2366    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
   -7.8325   -7.4814    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1359   -8.2254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1720   -7.6200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1443   -9.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1864  -10.3211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1082  -10.3316    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
    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
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
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 20 21  1  0
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 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 11 31  2  0
 31  7  1  0
 31 32  1  0
 32  5  2  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3698933

   Methyl 4-[4-fluoro-2-[4-(2-methylpropanoylamino)butan-2-yloxy]anilino]-5-methylthieno[2,3-d]pyrimidine-6-carboxylate

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: 474.56

Molecular Weight (Monoisotopic): 474.1737

AlogP: 4.60

#Rotatable Bonds: 9

Polar Surface Area: 102.44

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.96

CX LogP: 4.70

CX LogD: 4.70

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.44

Np Likeness Score: -1.73

References

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

Source

Source(1):

• BindingDB Database