5-amino-1H-pyrazole-4-carboxylic acid(3-carbamoyl-4,5,6,7-tetrahydro-benzo[b]thiophen-2-yl)-amide

ID: ALA1096566

PubChem CID: 9814998

Max Phase: Preclinical

Molecular Formula: C13H15N5O2S

Molecular Weight: 305.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1c(NC(=O)c2cn[nH]c2N)sc2c1CCCC2

Standard InChI:  InChI=1S/C13H15N5O2S/c14-10-7(5-16-18-10)12(20)17-13-9(11(15)19)6-3-1-2-4-8(6)21-13/h5H,1-4H2,(H2,15,19)(H,17,20)(H3,14,16,18)

Standard InChI Key:  FXVCIYGXAVBCOO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   -4.0875   -9.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0875   -9.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3755  -10.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3755   -8.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8797   -8.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6635   -9.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6625   -9.9087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8766  -10.1615    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3945   -9.4915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4893   -8.1018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6647   -8.0766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9235   -7.4003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5695   -9.4881    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1541  -10.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5637  -10.9171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9489  -10.6081    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9442   -9.7758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1502   -9.5240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6664  -10.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1630  -10.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8891   -8.7414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  5 10  1  0
  6  7  2  0
 10 11  1  0
 10 12  2  0
  1  2  1  0
  9 13  1  0
  1  4  1  0
 13 14  1  0
 14 19  1  0
  2  3  1  0
 14 15  2  0
 17 18  1  0
  3  7  1  0
  5  6  1  0
  7  8  1  0
  8  9  1  0
  9  5  2  0
 16 17  1  0
 18 19  2  0
 19 20  1  0
 20 16  2  0
  6  4  1  0
 18 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1096566

   5-amino-N-(3-carbamoyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)-1H-pyrazole-4-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: 305.36

Molecular Weight (Monoisotopic): 305.0946

AlogP: 1.28

#Rotatable Bonds: 3

Polar Surface Area: 126.89

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.90

CX Basic pKa: 3.08

CX LogP: 2.31

CX LogD: 2.30

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.68

Np Likeness Score: -2.28

References

1. Gouda MA, Berghot MA, Abd El-Ghani GE, Khalil AM..  (2010)  Synthesis and antimicrobial activities of some new thiazole and pyrazole derivatives based on 4,5,6,7-tetrahydrobenzothiophene moiety.,  45  (4): [PMID:20064677] [10.1016/j.ejmech.2009.12.020]

Source

Source(1):

• Scientific Literature