rac-(3R,4R)-4-(3-(4-chlorophenyl)-1H-pyrazol-5-yl)-3-(4-fluorophenyl)-1-(2,2,2-trifluoroethyl)piperidine trifluoracetic acid

ID: ALA3237385

Chembl Id: CHEMBL3237385

PubChem CID: 90654458

Max Phase: Preclinical

Molecular Formula: C24H21ClF7N3O2

Molecular Weight: 437.87

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Fc1ccc([C@@H]2CN(CC(F)(F)F)CC[C@H]2c2cc(-c3ccc(Cl)cc3)n[nH]2)cc1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C22H20ClF4N3.C2HF3O2/c23-16-5-1-15(2-6-16)20-11-21(29-28-20)18-9-10-30(13-22(25,26)27)12-19(18)14-3-7-17(24)8-4-14;3-2(4,5)1(6)7/h1-8,11,18-19H,9-10,12-13H2,(H,28,29);(H,6,7)/t18-,19+;/m1./s1

Standard InChI Key:  PLXPSCUMVOKDLU-VOMIJIAVSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 437.87

Molecular Weight (Monoisotopic): 437.1282

AlogP: 6.00

#Rotatable Bonds: 4

Polar Surface Area: 31.92

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.46

CX LogP: 5.84

CX LogD: 5.84

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.51

Np Likeness Score: -1.48

References

1. Graham TH, Shu M, Verras A, Chen Q, Garcia-Calvo M, Li X, Lisnock J, Tong X, Tung EC, Wiltsie J, Hale JJ, Pinto S, Shen DM..  (2014)  Pyrazoles as non-classical bioisosteres in prolylcarboxypeptidase (PrCP) inhibitors.,  24  (7): [PMID:24636945] [10.1016/j.bmcl.2014.02.070]

Source

Source(1):

• Scientific Literature