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

ID: ALA5271624

Max Phase: Preclinical

Molecular Formula: C20H33F2N3O8S

Molecular Weight: 513.56

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)OC1CCC(F)(F)CC1)C(=O)N[C@@H](C[C@@H]1CCNC1=O)C(O)S(=O)(=O)O

Standard InChI:  InChI=1S/C20H33F2N3O8S/c1-11(2)9-14(25-19(29)33-13-3-6-20(21,22)7-4-13)17(27)24-15(18(28)34(30,31)32)10-12-5-8-23-16(12)26/h11-15,18,28H,3-10H2,1-2H3,(H,23,26)(H,24,27)(H,25,29)(H,30,31,32)/t12-,14-,15-,18?/m0/s1

Standard InChI Key:  MODFCHUDBQIQAH-QAYVNIIMSA-N

Molfile:  

 
     RDKit          2D

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    1.8417   -0.4946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5775    1.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0253    0.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4451   -1.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8740   -1.3196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2873   -2.0336    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7005   -1.3196    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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  9 25  2  0
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 34 33  1  0
 27 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5271624

   ---

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: 513.56

Molecular Weight (Monoisotopic): 513.1956

AlogP: 0.92

#Rotatable Bonds: 10

Polar Surface Area: 171.13

Molecular Species: ACID

HBA: 7

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -1.05

CX Basic pKa: ┄

CX LogP: -0.98

CX LogD: -2.28

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.27

Np Likeness Score: 0.48

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