(2S)-benzyl 2-amino-5-((3R)-3-(1-(3'-ethyl-6-fluorobiphenyl-2-yl)-1-hydroxy-4-(methoxycarbonylamino)butyl)piperidin-1-yl)-5-oxopentanoate

ID: ALA4214743

Chembl Id: CHEMBL4214743

PubChem CID: 59620483

Max Phase: Preclinical

Molecular Formula: C37H46FN3O6

Molecular Weight: 647.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1cccc(-c2c(F)cccc2C(O)(CCCNC(=O)OC)[C@@H]2CCCN(C(=O)CC[C@H](N)C(=O)OCc3ccccc3)C2)c1

Standard InChI:  InChI=1S/C37H46FN3O6/c1-3-26-13-7-14-28(23-26)34-30(16-8-17-31(34)38)37(45,20-10-21-40-36(44)46-2)29-15-9-22-41(24-29)33(42)19-18-32(39)35(43)47-25-27-11-5-4-6-12-27/h4-8,11-14,16-17,23,29,32,45H,3,9-10,15,18-22,24-25,39H2,1-2H3,(H,40,44)/t29-,32+,37?/m1/s1

Standard InChI Key:  COOPGZYSULILTI-QQAOMCSCSA-N

Alternative Forms

1. Parent:

   

   ALA4214743

   phenylmethyl (2S)-2-amino-5-[(3R)-3-(1-(3'-ethyl-6-fluoro-2-biphenylyl)-1-hydroxy-4-{[(methyloxy)carbonyl]amino}butyl)-1-piperidinyl]-5-oxopentanoate

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: 647.79

Molecular Weight (Monoisotopic): 647.3371

AlogP: 5.47

#Rotatable Bonds: 14

Polar Surface Area: 131.19

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.86

CX Basic pKa: 7.18

CX LogP: 5.07

CX LogD: 4.87

Aromatic Rings: 3

Heavy Atoms: 47

QED Weighted: 0.16

Np Likeness Score: -0.56

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