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

ID: ALA3237384

Chembl Id: CHEMBL3237384

PubChem CID: 90654441

Max Phase: Preclinical

Molecular Formula: C25H23ClF7N3O2

Molecular Weight: 451.89

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Fc1ccc([C@@H]2CN(CCC(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/C23H22ClF4N3.C2HF3O2/c24-17-5-1-16(2-6-17)21-13-22(30-29-21)19-9-11-31(12-10-23(26,27)28)14-20(19)15-3-7-18(25)8-4-15;3-2(4,5)1(6)7/h1-8,13,19-20H,9-12,14H2,(H,29,30);(H,6,7)/t19-,20+;/m1./s1

Standard InChI Key:  RNPWNLOJHOFXCW-FDOHDBATSA-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: 451.89

Molecular Weight (Monoisotopic): 451.1438

AlogP: 6.39

#Rotatable Bonds: 5

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: 8.43

CX LogP: 5.85

CX LogD: 4.78

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.46

Np Likeness Score: -1.34

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