N-benzyl-4-hydroxy-1,2,5-thiadiazole-3-carboxamide

ID: ALA4436588

PubChem CID: 155511813

Max Phase: Preclinical

Molecular Formula: C10H9N3O2S

Molecular Weight: 235.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NCc1ccccc1)c1nsnc1O

Standard InChI:  InChI=1S/C10H9N3O2S/c14-9(8-10(15)13-16-12-8)11-6-7-4-2-1-3-5-7/h1-5H,6H2,(H,11,14)(H,13,15)

Standard InChI Key:  WWZJXSCQMHCODS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   36.0563   -5.0356    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   36.7192   -4.5577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.4649   -3.7769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6477   -3.7769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3933   -4.5577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.1710   -3.3656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8803   -3.7716    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.1680   -2.5485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.5864   -3.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1676   -3.1156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.2957   -3.7662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2957   -4.5823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0041   -4.9881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7112   -4.5768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7055   -3.7554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9965   -3.3533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  2  0
  2  3  2  0
  1  2  1  0
  3  4  1  0
  5  1  1  0
  3  6  1  0
  6  7  1  0
  6  8  2  0
  7  9  1  0
  4 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4436588

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 235.27

Molecular Weight (Monoisotopic): 235.0415

AlogP: 1.17

#Rotatable Bonds: 3

Polar Surface Area: 75.11

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -0.51

CX Basic pKa: ┄

CX LogP: 2.48

CX LogD: 1.03

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.84

Np Likeness Score: -1.57

References

1. Pippione AC, Sainas S, Goyal P, Fritzson I, Cassiano GC, Giraudo A, Giorgis M, Tavella TA, Bagnati R, Rolando B, Caing-Carlsson R, Costa FTM, Andrade CH, Al-Karadaghi S, Boschi D, Friemann R, Lolli ML..  (2019)  Hydroxyazole scaffold-based Plasmodium falciparum dihydroorotate dehydrogenase inhibitors: Synthesis, biological evaluation and X-ray structural studies.,  163  [PMID:30529545] [10.1016/j.ejmech.2018.11.044]

Source

Source(1):

• Scientific Literature