Sodium(2S)-2-((S)-2-[(([4-benzyl-1-(tert-butoxycarbonyl)piperidin-4-yl]oxy)carbonyl)amino]-4-methylpentanamido)-1-hydroxy-3-[(S)-2-oxopyrrolidin-3-yl]propane-1-sulfonate

ID: ALA4203883

Chembl Id: CHEMBL4203883

PubChem CID: 145975081

Max Phase: Preclinical

Molecular Formula: C31H47N4NaO10S

Molecular Weight: 668.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)OC1(Cc2ccccc2)CCN(C(=O)OC(C)(C)C)CC1)C(=O)N[C@@H](C[C@@H]1CCNC1=O)C(O)S(=O)(=O)[O-].[Na+]

Standard InChI:  InChI=1S/C31H48N4O10S.Na/c1-20(2)17-23(26(37)33-24(27(38)46(41,42)43)18-22-11-14-32-25(22)36)34-28(39)44-31(19-21-9-7-6-8-10-21)12-15-35(16-13-31)29(40)45-30(3,4)5;/h6-10,20,22-24,27,38H,11-19H2,1-5H3,(H,32,36)(H,33,37)(H,34,39)(H,41,42,43);/q;+1/p-1/t22-,23-,24-,27?;/m0./s1

Standard InChI Key:  GODLXHBNULFSDU-WYYMQYPJSA-M

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: 668.81

Molecular Weight (Monoisotopic): 668.3091

AlogP: 2.36

#Rotatable Bonds: 12

Polar Surface Area: 200.67

Molecular Species: ACID

HBA: 9

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -1.05

CX Basic pKa: ┄

CX LogP: 0.59

CX LogD: -0.70

Aromatic Rings: 1

Heavy Atoms: 46

QED Weighted: 0.21

Np Likeness Score: 0.12

References

1. Galasiti Kankanamalage AC, Kim Y, Damalanka VC, Rathnayake AD, Fehr AR, Mehzabeen N, Battaile KP, Lovell S, Lushington GH, Perlman S, Chang KO, Groutas WC..  (2018)  Structure-guided design of potent and permeable inhibitors of MERS coronavirus 3CL protease that utilize a piperidine moiety as a novel design element.,  150  [PMID:29544147] [10.1016/j.ejmech.2018.03.004]

Source

Source(1):

• Scientific Literature