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

ID: ALA4204431

Chembl Id: CHEMBL4204431

PubChem CID: 145978039

Max Phase: Preclinical

Molecular Formula: C22H37N4NaO10S

Molecular Weight: 550.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)N1CCC(OC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C[C@@H]2CCNC2=O)C(O)S(=O)(=O)[O-])CC1.[Na+]

Standard InChI:  InChI=1S/C22H38N4O10S.Na/c1-4-35-22(31)26-9-6-15(7-10-26)36-21(30)25-16(11-13(2)3)19(28)24-17(20(29)37(32,33)34)12-14-5-8-23-18(14)27;/h13-17,20,29H,4-12H2,1-3H3,(H,23,27)(H,24,28)(H,25,30)(H,32,33,34);/q;+1/p-1/t14-,16-,17-,20?;/m0./s1

Standard InChI Key:  FTLUCMWMNGOWPX-OPOLGWMESA-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: 550.63

Molecular Weight (Monoisotopic): 550.2309

AlogP: -0.03

#Rotatable Bonds: 11

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: -2.04

CX LogD: -3.34

Aromatic Rings: ┄

Heavy Atoms: 37

QED Weighted: 0.22

Np Likeness Score: 0.01

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