N-(2,2-diphenylethyl)-4-hydroxy-1,2,5-thiadiazole-3-carboxamide

ID: ALA4517934

PubChem CID: 135393504

Max Phase: Preclinical

Molecular Formula: C17H15N3O2S

Molecular Weight: 325.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NCC(c1ccccc1)c1ccccc1)c1nsnc1O

Standard InChI:  InChI=1S/C17H15N3O2S/c21-16(15-17(22)20-23-19-15)18-11-14(12-7-3-1-4-8-12)13-9-5-2-6-10-13/h1-10,14H,11H2,(H,18,21)(H,20,22)

Standard InChI Key:  UXPRYPMZGKJFSU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   27.1208   -5.5268    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.7838   -5.0489    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5294   -4.2680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7122   -4.2680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4579   -5.0489    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.2356   -3.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9448   -4.2627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.2325   -3.0396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6510   -3.8515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3602   -4.2574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3633   -5.0746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0664   -3.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6571   -5.4835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6598   -6.2999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3696   -6.7067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0781   -6.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0719   -5.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7716   -4.2538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4773   -3.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4747   -3.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7605   -2.6194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0577   -3.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2321   -3.6067    0.0000 O   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
  9 10  1  0
 10 11  1  0
 10 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 11  1  0
 12 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 12  1  0
  4 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4517934

   ---

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: 325.39

Molecular Weight (Monoisotopic): 325.0885

AlogP: 2.81

#Rotatable Bonds: 5

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: 4.27

CX LogD: 2.82

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.76

Np Likeness Score: -0.95

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