methyl 4-(3'-ethyl-6-fluorobiphenyl-2-yl)-4-hydroxy-4-((3R)-1-(3-hydroxy-4-(methylamino)butanoyl)piperidin-3-yl)butylcarbamate

ID: ALA4212859

Chembl Id: CHEMBL4212859

PubChem CID: 59620461

Max Phase: Preclinical

Molecular Formula: C30H42FN3O5

Molecular Weight: 543.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1cccc(-c2c(F)cccc2C(O)(CCCNC(=O)OC)[C@@H]2CCCN(C(=O)CC(O)CNC)C2)c1

Standard InChI:  InChI=1S/C30H42FN3O5/c1-4-21-9-5-10-22(17-21)28-25(12-6-13-26(28)31)30(38,14-8-15-33-29(37)39-3)23-11-7-16-34(20-23)27(36)18-24(35)19-32-2/h5-6,9-10,12-13,17,23-24,32,35,38H,4,7-8,11,14-16,18-20H2,1-3H3,(H,33,37)/t23-,24?,30?/m1/s1

Standard InChI Key:  FWSYQZYECHPKKP-QFYHAUMRSA-N

Alternative Forms

1. Parent:

   

   ALA4212859

   methyl N-[4-[2-(3-ethylphenyl)-3-fluorophenyl]-4-hydroxy-4-[(3R)-1-[3-hydroxy-4-(methylamino)butanoyl]piperidin-3-yl]butyl]carbamate

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: 543.68

Molecular Weight (Monoisotopic): 543.3108

AlogP: 3.59

#Rotatable Bonds: 12

Polar Surface Area: 111.13

Molecular Species: BASE

HBA: 6

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.80

CX Basic pKa: 9.75

CX LogP: 3.03

CX LogD: 0.73

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.30

Np Likeness Score: -0.52

References

1. Lawhorn BG, Tran T, Hong VS, Morgan LA, Le BT, Harpel MR, Jolivette L, Diaz E, Schwartz B, Gross JW, Tomaszek T, Semus S, Concha N, Smallwood A, Holt DA, Kallander LS..  (2017)  Discovery of renin inhibitors containing a simple aspartate binding moiety that imparts reduced P450 inhibition.,  27  (21): [PMID:28985999] [10.1016/j.bmcl.2017.09.046]

Source

Source(1):

• Scientific Literature