(2S)-2-((S)-2-(((cyclohexyloxy)carbonyl)amino)-4-methylpentanamido)-1-hydroxy-3-((S)-2-oxopyrrolidin-3-yl)propane-1-sulfonic acid

ID: ALA5289335

Max Phase: Preclinical

Molecular Formula: C20H35N3O8S

Molecular Weight: 477.58

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)OC1CCCCC1)C(=O)N[C@@H](C[C@@H]1CCNC1=O)C(O)S(=O)(=O)O

Standard InChI:  InChI=1S/C20H35N3O8S/c1-12(2)10-15(23-20(27)31-14-6-4-3-5-7-14)18(25)22-16(19(26)32(28,29)30)11-13-8-9-21-17(13)24/h12-16,19,26H,3-11H2,1-2H3,(H,21,24)(H,22,25)(H,23,27)(H,28,29,30)/t13-,15-,16-,19?/m0/s1

Standard InChI Key:  ORKNIPZHPCWIDI-AOTTWXCTSA-N

Molfile:  

 
     RDKit          2D

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    3.5729   -0.0821    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.1612    0.6337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2874   -0.4946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8584   -1.3191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 10 28  1  6
 28 29  1  0
 29 30  1  0
 31 29  1  0
  8 32  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5289335

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 477.58

Molecular Weight (Monoisotopic): 477.2145

AlogP: 0.68

#Rotatable Bonds: 10

Polar Surface Area: 171.13

Molecular Species: ACID

HBA: 7

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: -1.05

CX Basic pKa: ┄

CX LogP: -0.47

CX LogD: -1.77

Aromatic Rings: ┄

Heavy Atoms: 32

QED Weighted: 0.29

Np Likeness Score: 0.47

References

1. Gao K, Wang R, Chen J, Tepe JJ, Huang F, Wei GW..  (2021)  Perspectives on SARS-CoV-2 Main Protease Inhibitors.,  64  (23.0): [PMID:34798775] [10.1021/acs.jmedchem.1c00409]

Source

Source(1):

• Scientific Literature