N-(2,2-diphenylethyl)-3-hydroxy-1-methyl-1H-pyrazole-4-carboxamide

ID: ALA4437588

PubChem CID: 155512642

Max Phase: Preclinical

Molecular Formula: C19H19N3O2

Molecular Weight: 321.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1cc(C(=O)NCC(c2ccccc2)c2ccccc2)c(O)n1

Standard InChI:  InChI=1S/C19H19N3O2/c1-22-13-17(19(24)21-22)18(23)20-12-16(14-8-4-2-5-9-14)15-10-6-3-7-11-15/h2-11,13,16H,12H2,1H3,(H,20,23)(H,21,24)

Standard InChI Key:  KOARYAMSCZDPBF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    2.8280  -11.8373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4909  -11.3594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2365  -10.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4194  -10.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1650  -11.3594    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9427  -10.1673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6520  -10.5732    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9396   -9.3501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3581  -10.1620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0674  -10.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0704  -11.3851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7735  -10.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3642  -11.7940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3670  -12.6104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0767  -13.0172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7852  -12.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7790  -11.7865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4788  -10.5643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1845  -10.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1818   -9.3357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4676   -8.9299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7648   -9.3429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9393   -9.9173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8280  -12.6545    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
  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
  1 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4437588

   ---

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: 321.38

Molecular Weight (Monoisotopic): 321.1477

AlogP: 2.69

#Rotatable Bonds: 5

Polar Surface Area: 67.15

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.13

CX Basic pKa: 0.32

CX LogP: 3.93

CX LogD: 2.33

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.76

Np Likeness Score: -0.96

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