(+/-)-(3S,4R)-4-[3-chloro-4-(trifluoromethyl)phenyl]-N-{[4-(dimethylamino)phenyl]methyl}pyrrolidine-3-carboxamide

ID: ALA4567098

Chembl Id: CHEMBL4567098

PubChem CID: 155543895

Max Phase: Preclinical

Molecular Formula: C21H23ClF3N3O

Molecular Weight: 425.88

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(CNC(=O)[C@@H]2CNC[C@H]2c2ccc(C(F)(F)F)c(Cl)c2)cc1

Standard InChI:  InChI=1S/C21H23ClF3N3O/c1-28(2)15-6-3-13(4-7-15)10-27-20(29)17-12-26-11-16(17)14-5-8-18(19(22)9-14)21(23,24)25/h3-9,16-17,26H,10-12H2,1-2H3,(H,27,29)/t16-,17+/m0/s1

Standard InChI Key:  ZOCBKLKCLNCENK-DLBZAZTESA-N

Alternative Forms

1. Parent:

   

   ALA4567098

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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: 425.88

Molecular Weight (Monoisotopic): 425.1482

AlogP: 4.04

#Rotatable Bonds: 5

Polar Surface Area: 44.37

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.13

CX LogP: 3.82

CX LogD: 1.21

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.76

Np Likeness Score: -1.03

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