4-(9H-Purin-2-ylamino)benzenesulfonamide

ID: ALA4073211

PubChem CID: 137640533

Max Phase: Preclinical

Molecular Formula: C11H10N6O2S

Molecular Weight: 290.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)c1ccc(Nc2ncc3nc[nH]c3n2)cc1

Standard InChI:  InChI=1S/C11H10N6O2S/c12-20(18,19)8-3-1-7(2-4-8)16-11-13-5-9-10(17-11)15-6-14-9/h1-6H,(H2,12,18,19)(H2,13,14,15,16,17)

Standard InChI Key:  ZVHABBMEQZWREZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   33.8515   -2.8189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.2643   -2.1131    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   33.4467   -2.1086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.7999   -2.5217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.7987   -3.3412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5068   -3.7502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.5050   -2.1128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2136   -2.5181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2184   -3.3367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9984   -3.5852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.4758   -2.9200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9907   -2.2606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.0907   -3.7493    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.3833   -3.3401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3885   -2.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6819   -2.1140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9729   -2.5221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9749   -3.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6820   -3.7489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2646   -1.2967    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
  5 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  2  0
 19 14  1  0
 17  2  1  0
  2 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4073211

   ---

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: 290.31

Molecular Weight (Monoisotopic): 290.0586

AlogP: 0.74

#Rotatable Bonds: 3

Polar Surface Area: 126.65

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.29

CX Basic pKa: 1.88

CX LogP: 0.43

CX LogD: 0.43

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.65

Np Likeness Score: -1.39

References

1. Coxon CR, Anscombe E, Harnor SJ, Martin MP, Carbain B, Golding BT, Hardcastle IR, Harlow LK, Korolchuk S, Matheson CJ, Newell DR, Noble ME, Sivaprakasam M, Tudhope SJ, Turner DM, Wang LZ, Wedge SR, Wong C, Griffin RJ, Endicott JA, Cano C..  (2017)  Cyclin-Dependent Kinase (CDK) Inhibitors: Structure-Activity Relationships and Insights into the CDK-2 Selectivity of 6-Substituted 2-Arylaminopurines.,  60  (5): [PMID:28005359] [10.1021/acs.jmedchem.6b01254]

Source

Source(1):

• Scientific Literature