SID14727638

ID: ALA1589219

PubChem CID: 4047051

Max Phase: Preclinical

Molecular Formula: C22H27BrN4O3S

Molecular Weight: 507.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nn(C)c(C(=O)Nc2ccc(S(=O)(=O)NC34CC5CC(CC(C5)C3)C4)cc2)c1Br

Standard InChI:  InChI=1S/C22H27BrN4O3S/c1-13-19(23)20(27(2)25-13)21(28)24-17-3-5-18(6-4-17)31(29,30)26-22-10-14-7-15(11-22)9-16(8-14)12-22/h3-6,14-16,26H,7-12H2,1-2H3,(H,24,28)

Standard InChI Key:  SVHQROLGRUFHQQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
   -3.8725    1.8011    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.3395    2.3089    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9270    3.0233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7521    1.5944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2328    1.8962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0540    2.7214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0334   -0.1618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8404   -0.3334    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5183    0.6587    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0539    3.5464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3185    3.1727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0539    4.2938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7895    3.1727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7679    3.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5034    5.0841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2390    3.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7679    4.7104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5034    3.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2390    4.7104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6251    1.8964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9472    0.6587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7009    0.9942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2328    1.0712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6251    1.0714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0894    2.3088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2529    0.3810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8038    1.0713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0893    0.6588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8039    1.8963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4203   -0.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0734    0.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 22  1  0
  2  3  2  0
  2  4  2  0
  2  6  1  0
  2 20  1  0
  5 23  2  0
  6 10  1  0
  7  8  1  0
  7 21  1  0
  7 30  1  0
  8 26  2  0
  9 23  1  0
  9 27  1  0
 10 11  1  0
 16 18  1  0
 10 13  1  0
 11 14  1  0
 12 15  1  0
 13 16  1  0
 15 19  1  0
 14 18  1  0
 15 17  1  0
 14 17  1  0
 10 12  1  0
 16 19  1  0
 20 24  2  0
 20 25  1  0
 21 22  2  0
 21 23  1  0
 22 26  1  0
 24 28  1  0
 25 29  2  0
 26 31  1  0
 27 28  2  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1589219

   N-{4-[(1-adamantylamino)sulfonyl]phenyl}-4-bromo-1,3-dimethyl-1H-pyrazole-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: 507.45

Molecular Weight (Monoisotopic): 506.0987

AlogP: 3.99

#Rotatable Bonds: 5

Polar Surface Area: 93.09

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.19

CX Basic pKa: 1.34

CX LogP: 3.23

CX LogD: 3.23

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.64

Np Likeness Score: -1.53

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays