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

ID: ALA3747556

Chembl Id: CHEMBL3747556

PubChem CID: 72946537

Max Phase: Preclinical

Molecular Formula: C32H28N4O3

Molecular Weight: 516.60

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C32H28N4O3/c1-21-12-17-26-27(18-21)34-32(33-26)35-28-19-36(30(37)24-10-6-3-7-11-24)20-29(28)39-31(38)25-15-13-23(14-16-25)22-8-4-2-5-9-22/h2-18,28-29H,19-20H2,1H3,(H2,33,34,35)/t28-,29-/m0/s1

Standard InChI Key:  RFWJOTSSJGFXMU-VMPREFPWSA-N

Alternative Forms

1. Parent:

   

   ALA3747556

   [(3S,4S)-1-benzoyl-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: 516.60

Molecular Weight (Monoisotopic): 516.2161

AlogP: 5.70

#Rotatable Bonds: 6

Polar Surface Area: 87.32

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.47

CX Basic pKa: 7.22

CX LogP: 6.43

CX LogD: 6.22

Aromatic Rings: 5

Heavy Atoms: 39

QED Weighted: 0.28

Np Likeness Score: -0.64

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