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

ID: ALA3237388

Chembl Id: CHEMBL3237388

PubChem CID: 71238213

Max Phase: Preclinical

Molecular Formula: C22H20ClF4N3O2

Molecular Weight: 355.84

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H19ClFN3.C2HF3O2/c21-15-5-1-14(2-6-15)19-11-20(25-24-19)17-9-10-23-12-18(17)13-3-7-16(22)8-4-13;3-2(4,5)1(6)7/h1-8,11,17-18,23H,9-10,12H2,(H,24,25);(H,6,7)/t17-,18+;/m1./s1

Standard InChI Key:  FABOGVUKLMRVPI-URBRKQAFSA-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: 355.84

Molecular Weight (Monoisotopic): 355.1252

AlogP: 4.73

#Rotatable Bonds: 3

Polar Surface Area: 40.71

Molecular Species: BASE

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.04

CX LogP: 4.50

CX LogD: 1.96

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.71

Np Likeness Score: -1.03

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