US8853193, 13-4

ID: ALA3698934

PubChem CID: 58413344

Max Phase: Preclinical

Molecular Formula: C24H30FN5O4S

Molecular Weight: 503.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCNC(=O)NCCC(C)Oc1cc(F)ccc1Nc1ncnc2sc(C(=O)OC)c(C)c12

Standard InChI:  InChI=1S/C24H30FN5O4S/c1-5-6-10-26-24(32)27-11-9-14(2)34-18-12-16(25)7-8-17(18)30-21-19-15(3)20(23(31)33-4)35-22(19)29-13-28-21/h7-8,12-14H,5-6,9-11H2,1-4H3,(H2,26,27,32)(H,28,29,30)

Standard InChI Key:  RHQNHAFJMSZABV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   11.7662  -13.9150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7595  -12.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4561  -11.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4477  -10.4702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1443   -9.7262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1360   -8.2254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1721   -7.6199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8326   -7.4814    0.0000 N   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
    6.5208   -5.2365    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
    7.5485   -3.1303    0.0000 C   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 C   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
    7.5291    1.3672    0.0000 F   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
   -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 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6580   -5.4551    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
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20 14  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  1  0
 28 33  2  0
 33 34  1  0
 33 35  1  0
 35 22  1  0
 35 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3698934

   Methyl 4-[2-[4-(butylcarbamoylamino)butan-2-yloxy]-4-fluoroanilino]-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: 503.60

Molecular Weight (Monoisotopic): 503.2003

AlogP: 4.93

#Rotatable Bonds: 11

Polar Surface Area: 114.47

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.96

CX LogP: 4.67

CX LogD: 4.67

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.25

Np Likeness Score: -1.77

References

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

Source

Source(1):

• BindingDB Database