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

ID: ALA3237387

Chembl Id: CHEMBL3237387

PubChem CID: 90654459

Max Phase: Preclinical

Molecular Formula: C25H26ClF4N3O2

Molecular Weight: 397.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)N1CC[C@@H](c2cc(-c3ccc(Cl)cc3)n[nH]2)[C@H](c2ccc(F)cc2)C1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C23H25ClFN3.C2HF3O2/c1-15(2)28-12-11-20(21(14-28)16-5-9-19(25)10-6-16)23-13-22(26-27-23)17-3-7-18(24)8-4-17;3-2(4,5)1(6)7/h3-10,13,15,20-21H,11-12,14H2,1-2H3,(H,26,27);(H,6,7)/t20-,21+;/m1./s1

Standard InChI Key:  PXBXUVAZFHFHDW-BHDTVMLSSA-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: 397.93

Molecular Weight (Monoisotopic): 397.1721

AlogP: 5.85

#Rotatable Bonds: 4

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: 9.41

CX LogP: 5.66

CX LogD: 3.66

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.60

Np Likeness Score: -1.37

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