(5-hydroxy-3-phenyl-5-(trifluoromethyl)-4,5-dihydro-1H-pyrazol-1-yl)(pyridin-4-yl)methanone

ID: ALA5266978

Max Phase: Preclinical

Molecular Formula: C16H12F3N3O2

Molecular Weight: 335.29

Names and Identifiers

Canonical SMILES:  O=C(c1ccncc1)N1N=C(c2ccccc2)CC1(O)C(F)(F)F

Standard InChI:  InChI=1S/C16H12F3N3O2/c17-16(18,19)15(24)10-13(11-4-2-1-3-5-11)21-22(15)14(23)12-6-8-20-9-7-12/h1-9,24H,10H2

Standard InChI Key:  VZYZZSKFUMNZLJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    1.1741   -1.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8886   -0.8946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6004   -1.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6004   -2.1317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8904   -2.5435    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1741   -2.1354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8886   -0.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1740    0.3431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6032    0.3431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4206    0.0076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1313    0.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2809    1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0878    1.1633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9560    0.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3686   -0.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1908   -0.0927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6032    0.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1943    1.3331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3701    1.3378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8858    1.3772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3021    1.9596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7196    2.5435    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.8853    2.5428    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.0987    1.7463    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  2  7  1  0
  7  8  1  0
  7  9  2  0
 10  8  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13  8  1  0
 14 11  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
 18 17  1  0
 14 19  1  0
 19 18  2  0
 13 20  1  0
 13 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5266978

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 335.29

Molecular Weight (Monoisotopic): 335.0882

AlogP: 2.58

#Rotatable Bonds: 2

Polar Surface Area: 65.79

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.07

CX Basic pKa: 2.89

CX LogP: 2.58

CX LogD: 2.57

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.92

Np Likeness Score: -1.26

References

1. Koike T, Yoshikawa M, Ando HK, Farnaby W, Nishi T, Watanabe E, Yano J, Miyamoto M, Kondo S, Ishii T, Kuroita T..  (2021)  Discovery of Soticlestat, a Potent and Selective Inhibitor for Cholesterol 24-Hydroxylase (CH24H).,  64  (16.0): [PMID:34387987] [10.1021/acs.jmedchem.1c00864]

Source

Source(1):

• Scientific Literature