(3S,4S)-tert-butyl 3-(biphenyl-4-ylmethoxy)-4-(5-fluoro-1H-benzo[d]imidazol-2-ylamino)pyrrolidine-1-carboxylate

ID: ALA3747766

Chembl Id: CHEMBL3747766

PubChem CID: 72947373

Max Phase: Preclinical

Molecular Formula: C29H31FN4O3

Molecular Weight: 502.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(=O)N1C[C@H](Nc2nc3cc(F)ccc3[nH]2)[C@@H](OCc2ccc(-c3ccccc3)cc2)C1

Standard InChI:  InChI=1S/C29H31FN4O3/c1-29(2,3)37-28(35)34-16-25(33-27-31-23-14-13-22(30)15-24(23)32-27)26(17-34)36-18-19-9-11-21(12-10-19)20-7-5-4-6-8-20/h4-15,25-26H,16-18H2,1-3H3,(H2,31,32,33)/t25-,26-/m0/s1

Standard InChI Key:  ISSOLUDHEZMZKW-UIOOFZCWSA-N

Alternative Forms

1. Parent:

   

   ALA3747766

   tert-butyl (3S,4S)-3-[(6-fluoro-1H-benzimidazol-2-yl)amino]-4-[(4-phenylphenyl)methoxy]pyrrolidine-1-carboxylate

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: 502.59

Molecular Weight (Monoisotopic): 502.2380

AlogP: 5.99

#Rotatable Bonds: 6

Polar Surface Area: 79.48

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.46

CX Basic pKa: 6.95

CX LogP: 5.75

CX LogD: 5.62

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.34

Np Likeness Score: -0.79

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