(3S,4S)-4-(5-methyl-1H-benzo[d]imidazol-2-ylamino)pyrrolidin-3-yl biphenyl-4-carboxylate

ID: ALA3745922

Chembl Id: CHEMBL3745922

PubChem CID: 72946535

Max Phase: Preclinical

Molecular Formula: C25H24N4O2

Molecular Weight: 412.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc2[nH]c(N[C@H]3CNC[C@@H]3OC(=O)c3ccc(-c4ccccc4)cc3)nc2c1

Standard InChI:  InChI=1S/C25H24N4O2/c1-16-7-12-20-21(13-16)28-25(27-20)29-22-14-26-15-23(22)31-24(30)19-10-8-18(9-11-19)17-5-3-2-4-6-17/h2-13,22-23,26H,14-15H2,1H3,(H2,27,28,29)/t22-,23-/m0/s1

Standard InChI Key:  GHIKRRXJYNSNNF-GOTSBHOMSA-N

Alternative Forms

1. Parent:

   

   ALA3745922

   [(3S,4S)-4-[(6-methyl-1H-benzimidazol-2-yl)amino]pyrrolidin-3-yl] 4-phenylbenzoate

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: 412.49

Molecular Weight (Monoisotopic): 412.1899

AlogP: 4.15

#Rotatable Bonds: 5

Polar Surface Area: 79.04

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.47

CX Basic pKa: 8.98

CX LogP: 4.97

CX LogD: 3.25

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.43

Np Likeness Score: -0.42

References

1. De Tran Q, Bepary S, Lee GH, Cho H, Park WK, Lim HJ..  (2016)  Synthesis of (3S,4S)-4-aminopyrrolidine-3-ol derivatives and biological evaluation for their BACE1 inhibitory activities.,  26  (1): [PMID:26608551] [10.1016/j.bmcl.2015.11.033]

Source

Source(1):

• Scientific Literature