4-bromo-N-(4-chloro-2-(trifluoromethyl)phenyl)-1,5-dimethyl-1H-pyrazole-3-carboxamide

ID: ALA4849879

PubChem CID: 4082920

Max Phase: Preclinical

Molecular Formula: C13H10BrClF3N3O

Molecular Weight: 396.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(Br)c(C(=O)Nc2ccc(Cl)cc2C(F)(F)F)nn1C

Standard InChI:  InChI=1S/C13H10BrClF3N3O/c1-6-10(14)11(20-21(6)2)12(22)19-9-4-3-7(15)5-8(9)13(16,17)18/h3-5H,1-2H3,(H,19,22)

Standard InChI Key:  DYGHWEBOYBMJIT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    6.1527  -16.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1516  -17.1647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8663  -17.5775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5828  -17.1642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5799  -16.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8645  -15.9246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2928  -15.9185    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.8661  -18.4025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1516  -18.8148    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.5805  -18.8152    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.8582  -19.2248    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.4367  -17.5766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7226  -17.1635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0078  -17.5755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7233  -16.3386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2578  -17.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7054  -17.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1173  -18.5691    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9243  -18.3980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0866  -16.4346    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.7812  -19.3225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8849  -17.7674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  3  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 14  2  0
 16 20  1  0
 18 21  1  0
 17 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4849879

   4-bromo-N-[4-chloro-2-(trifluoromethyl)phenyl]-1,5-dimethyl-1H-pyrazole-3-carboxamide

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: 396.59

Molecular Weight (Monoisotopic): 394.9648

AlogP: 4.42

#Rotatable Bonds: 2

Polar Surface Area: 46.92

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.54

CX Basic pKa: ┄

CX LogP: 4.33

CX LogD: 4.33

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.82

Np Likeness Score: -2.31

References

1. Richardson NL, O'Malley LJ, Weissberger D, Tumber A, Schofield CJ, Griffith R, Jones NM, Hunter L..  (2021)  Discovery of neuroprotective agents that inhibit human prolyl hydroxylase PHD2.,  38  [PMID:33862469] [10.1016/j.bmc.2021.116115]

Source

Source(1):

• Scientific Literature