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

ID: ALA4208240

Chembl Id: CHEMBL4208240

PubChem CID: 145975487

Max Phase: Preclinical

Molecular Formula: C24H41N4NaO10S

Molecular Weight: 578.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)OC1CCN(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/C24H42N4O10S.Na/c1-14(2)12-17(20(30)26-18(21(31)39(34,35)36)13-15-6-9-25-19(15)29)27-22(32)37-16-7-10-28(11-8-16)23(33)38-24(3,4)5;/h14-18,21,31H,6-13H2,1-5H3,(H,25,29)(H,26,30)(H,27,32)(H,34,35,36);/q;+1/p-1/t15-,17-,18-,21?;/m0./s1

Standard InChI Key:  MVNGOUPOTIVRRK-FCSMXUNPSA-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: 578.69

Molecular Weight (Monoisotopic): 578.2622

AlogP: 0.74

#Rotatable Bonds: 10

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: -1.34

CX LogD: -2.64

Aromatic Rings: ┄

Heavy Atoms: 39

QED Weighted: 0.23

Np Likeness Score: 0.00

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