4-(2-Amino-7H-pyrrol[2,3-d]pyrimidin-4-yl)benzenesulfonamide

ID: ALA4096206

PubChem CID: 137655282

Max Phase: Preclinical

Molecular Formula: C12H11N5O2S

Molecular Weight: 289.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(-c2ccc(S(N)(=O)=O)cc2)c2cc[nH]c2n1

Standard InChI:  InChI=1S/C12H11N5O2S/c13-12-16-10(9-5-6-15-11(9)17-12)7-1-3-8(4-2-7)20(14,18)19/h1-6H,(H2,14,18,19)(H3,13,15,16,17)

Standard InChI Key:  QBMBJIHEDJOOIM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   26.9343   -1.4899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.7515   -1.4941    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.3465   -0.7843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0608   -5.1714    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0597   -5.9909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7677   -6.3999    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7659   -4.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4746   -5.1678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4793   -5.9864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2594   -6.2348    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.7367   -5.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2516   -4.9103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3516   -6.3990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7607   -3.9482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4688   -3.5381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4667   -2.7216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7572   -2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0484   -2.7294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0540   -3.5445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4597   -1.0855    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
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
  7 14  1  0
 17  2  1  0
  2 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4096206

   ---

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: 289.32

Molecular Weight (Monoisotopic): 289.0633

AlogP: 0.85

#Rotatable Bonds: 2

Polar Surface Area: 127.75

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.05

CX Basic pKa: 6.42

CX LogP: 1.00

CX LogD: 0.96

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.64

Np Likeness Score: -1.11

References

1. Anthony NG, Baiget J, Berretta G, Boyd M, Breen D, Edwards J, Gamble C, Gray AI, Harvey AL, Hatziieremia S, Ho KH, Huggan JK, Lang S, Llona-Minguez S, Luo JL, McIntosh K, Paul A, Plevin RJ, Robertson MN, Scott R, Suckling CJ, Sutcliffe OB, Young LC, Mackay SP..  (2017)  Inhibitory Kappa B Kinase α (IKKα) Inhibitors That Recapitulate Their Selectivity in Cells against Isoform-Related Biomarkers.,  60  (16): [PMID:28737909] [10.1021/acs.jmedchem.7b00484]

Source

Source(1):

• Scientific Literature