5-[2-(Methylthio)pyrimidin-4-yl]-N-[3-(1H-tetrazol-5-yl)phenyl]thiophene-2-sulfonamide

ID: ALA3731358

PubChem CID: 56940869

Max Phase: Preclinical

Molecular Formula: C16H13N7O2S3

Molecular Weight: 431.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1nccc(-c2ccc(S(=O)(=O)Nc3cccc(-c4nnn[nH]4)c3)s2)n1

Standard InChI:  InChI=1S/C16H13N7O2S3/c1-26-16-17-8-7-12(18-16)13-5-6-14(27-13)28(24,25)21-11-4-2-3-10(9-11)15-19-22-23-20-15/h2-9,21H,1H3,(H,19,20,22,23)

Standard InChI Key:  MBPGGGXCUKXRLU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    2.5973   -1.5031    0.0000 S   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 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 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5987   -1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9511   -0.8815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9530   -1.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2010   -3.2957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7343   -2.9815    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8082   -4.6653    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1010   -5.6348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2940   -5.7626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3004   -4.8255    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9087   -6.1976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.0051   -7.7324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1190   -8.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6278   -8.7805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0226   -7.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7413   -9.9914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2103  -11.4028    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9922  -12.2782    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7833  -11.3902    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2542   -9.9660    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  3  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
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 12 13  1  0
 13  9  1  0
 12 14  1  0
 14 15  2  0
 14 16  2  0
 14 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3731358

   5-[2-(Methylthio)pyrimidin-4-yl]-N-[3-(1H-tetrazol-5-yl)phenyl]thiophene-2-sulfonamide

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: 431.53

Molecular Weight (Monoisotopic): 431.0293

AlogP: 2.91

#Rotatable Bonds: 6

Polar Surface Area: 126.41

Molecular Species: ACID

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.28

CX Basic pKa: 2.35

CX LogP: 3.00

CX LogD: 0.72

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.35

Np Likeness Score: -2.60

References

1.  (2012)  New compounds, 

2.  (2016)  Sulfonamide compounds, 

Source

Source(2):

• BindingDB Database
• Patent Bioactivity Data