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

ID: ALA3237376

Chembl Id: CHEMBL3237376

PubChem CID: 90654435

Max Phase: Preclinical

Molecular Formula: C30H27Cl2F4N3O2

Molecular Weight: 494.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Fc1ccc([C@@H]2CN(CCc3ccc(Cl)cc3)CC[C@H]2c2cc(-c3ccc(Cl)cc3)n[nH]2)cc1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C28H26Cl2FN3.C2HF3O2/c29-22-7-1-19(2-8-22)13-15-34-16-14-25(26(18-34)20-5-11-24(31)12-6-20)28-17-27(32-33-28)21-3-9-23(30)10-4-21;3-2(4,5)1(6)7/h1-12,17,25-26H,13-16,18H2,(H,32,33);(H,6,7)/t25-,26+;/m1./s1

Standard InChI Key:  OPRNFWIUKJGKDK-QGLFPKSOSA-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: 494.44

Molecular Weight (Monoisotopic): 493.1488

AlogP: 7.34

#Rotatable Bonds: 6

Polar Surface Area: 31.92

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.71

CX LogP: 7.50

CX LogD: 5.22

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.30

Np Likeness Score: -1.12

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