US8703811, 9

ID: ALA3690108

PubChem CID: 44480859

Max Phase: Preclinical

Molecular Formula: C11H13N3OS

Molecular Weight: 235.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCNC(=O)c1ccc(-n2cccn2)s1

Standard InChI:  InChI=1S/C11H13N3OS/c1-2-6-12-11(15)9-4-5-10(16-9)14-8-3-7-13-14/h3-5,7-8H,2,6H2,1H3,(H,12,15)

Standard InChI Key:  SVKULENTQVNTFM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    1.9863   -7.1749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2830   -6.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8954   -4.8324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0157   -3.6164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6281   -2.2462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8218   -2.1229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500   -1.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2135    0.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2135    0.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -1.0323    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6408    0.8580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1909    2.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6863    2.1174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0368    0.6589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7580   -0.1251    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  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11  7  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3690108

   N-propyl-5-(1h-pyrazol-1-yl)thiophene-2-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: 235.31

Molecular Weight (Monoisotopic): 235.0779

AlogP: 2.07

#Rotatable Bonds: 4

Polar Surface Area: 46.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.42

CX LogP: 2.09

CX LogD: 2.09

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.88

Np Likeness Score: -2.71

References

1.  (2014)  Small molecule inhibitors of Plasmodium falciparum dihydroorotate dehydrogenase, 

Source

Source(1):

• BindingDB Database