US9447087, 100

ID: ALA3931907

PubChem CID: 46926079

Max Phase: Preclinical

Molecular Formula: C25H20ClN9O2S

Molecular Weight: 546.02

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C(C(=O)Nc2nnc(-c3ccccc3)s2)C(c2nn(C)cc2Cl)N=C(Nc2nc3ccccc3o2)N1

Standard InChI:  InChI=1S/C25H20ClN9O2S/c1-13-18(21(36)30-25-33-32-22(38-25)14-8-4-3-5-9-14)20(19-15(26)12-35(2)34-19)29-23(27-13)31-24-28-16-10-6-7-11-17(16)37-24/h3-12,20H,1-2H3,(H,30,33,36)(H2,27,28,29,31)

Standard InChI Key:  HKZXAIUTSKUSIE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 38 43  0  0  0  0  0  0  0  0999 V2000
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   -0.4572   -7.0123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2883   -8.3139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7883   -8.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5428   -7.0227    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7974   -5.7210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5497   -4.4224    0.0000 N   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
    2.4133   -1.7530    0.0000 O   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 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
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   -1.2990   -0.7500    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 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2973   -5.7159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5341   -9.6214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0147   -9.7621    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3238  -11.2299    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4192  -11.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0234  -11.9775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9106  -10.9717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7349  -11.2120    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4640   -9.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6640   -9.6106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2838  -10.9139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4685  -12.2126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1479  -13.5662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9703  -14.5660    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2668  -13.8115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9498  -12.3453    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6399  -14.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9118  -15.8872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3259  -16.3876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4663  -15.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1925  -13.9383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7785  -13.4380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 15 16  1  0
 16  8  2  0
  6 17  1  0
 17  2  1  0
  4 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 23 18  1  0
 23 24  1  0
  3 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 28  1  0
 31 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3931907

   2-(1,3-benzoxazol-2-ylamino)-4-(4-chloro-1-methylpyrazol-3-yl)-6-methyl-N-(5-phenyl-1,3,4-thiadiazol-2-yl)-1,4-dihydropyrimidine-5-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: 546.02

Molecular Weight (Monoisotopic): 545.1149

AlogP: 4.76

#Rotatable Bonds: 5

Polar Surface Area: 135.15

Molecular Species: NEUTRAL

HBA: 11

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.90

CX Basic pKa: 2.94

CX LogP: 4.08

CX LogD: 3.53

Aromatic Rings: 5

Heavy Atoms: 38

QED Weighted: 0.29

Np Likeness Score: -1.70

References

1.  (2016)  Galactokinase inhibitors for the treatment and prevention of associated diseases and disorders, 

Source

Source(1):

• BindingDB Database