(+)-(3R,4S)-N-[(1S)-1-[4-(Dimethylamino)phenyl]ethyl]-4-[6-(trifluoromethyl)pyridin-3-yl]pyrrolidine-3-carboxamide

ID: ALA4438229

Chembl Id: CHEMBL4438229

PubChem CID: 155512870

Max Phase: Preclinical

Molecular Formula: C21H25F3N4O

Molecular Weight: 406.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](NC(=O)[C@H]1CNC[C@@H]1c1ccc(C(F)(F)F)nc1)c1ccc(N(C)C)cc1

Standard InChI:  InChI=1S/C21H25F3N4O/c1-13(14-4-7-16(8-5-14)28(2)3)27-20(29)18-12-25-11-17(18)15-6-9-19(26-10-15)21(22,23)24/h4-10,13,17-18,25H,11-12H2,1-3H3,(H,27,29)/t13-,17+,18-/m0/s1

Standard InChI Key:  WNUOARVONLZPJK-VHSSKADRSA-N

Alternative Forms

1. Parent:

   

   ALA4438229

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 406.45

Molecular Weight (Monoisotopic): 406.1980

AlogP: 3.35

#Rotatable Bonds: 5

Polar Surface Area: 57.26

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.81

CX Basic pKa: 10.03

CX LogP: 2.80

CX LogD: 0.27

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.80

Np Likeness Score: -1.04

References

1. Meyers MJ, Liu J, Xu J, Leng F, Guan J, Liu Z, McNitt SA, Qin L, Dai L, Ma H, Adah D, Zhao S, Li X, Polino AJ, Nasamu AS, Goldberg DE, Liu X, Lu Y, Tu Z, Chen X, Tortorella MD..  (2019)  4-Aryl Pyrrolidines as a Novel Class of Orally Efficacious Antimalarial Agents. Part 1: Evaluation of 4-Aryl- N-benzylpyrrolidine-3-carboxamides.,  62  (7): [PMID:30856324] [10.1021/acs.jmedchem.8b01972]

Source

Source(1):

• Scientific Literature