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

ID: ALA5095608

PubChem CID: 166625508

Max Phase: Preclinical

Molecular Formula: C21H35F2N3O8S

Molecular Weight: 527.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)OCC1CCC(F)(F)CC1)C(=O)N[C@@H](C[C@@H]1CCNC1=O)C(O)S(=O)(=O)O

Standard InChI:  InChI=1S/C21H35F2N3O8S/c1-12(2)9-15(26-20(30)34-11-13-3-6-21(22,23)7-4-13)18(28)25-16(19(29)35(31,32)33)10-14-5-8-24-17(14)27/h12-16,19,29H,3-11H2,1-2H3,(H,24,27)(H,25,28)(H,26,30)(H,31,32,33)/t14-,15-,16-,19?/m0/s1

Standard InChI Key:  BHZBRFONZANPNK-ZYHFAYPJSA-N

Molfile:  

     RDKit          2D

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    8.0580   -8.2455    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.4746   -7.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6492   -7.5284    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.7492   -8.6705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   14.2016   -5.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0504   -5.4736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0504   -6.3023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9229   -5.4736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7674   -6.7188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2016   -4.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.6305   -6.7223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0573   -7.5509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1954   -9.1936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4419   -8.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8884   -9.4704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2990  -10.1859    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1063  -10.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7179  -10.5699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.1927   -6.2987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9055   -7.5371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1906   -7.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4777   -6.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  8 18  2  0
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 19 20  1  0
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  6 23  1  0
 24 20  1  1
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 24  1  0
 28 29  2  0
 12 30  1  0
 30  1  1  0
 31  1  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 32 35  1  0
 34  3  1  0
 35  3  1  0
M  END

Alternative Forms

1. Alternative Forms:

   

   ALA5095608

   ---
2. 

   ALA5095608

   ---

3. Parent:

   

   ALA5095608

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 527.59

Molecular Weight (Monoisotopic): 527.2113

AlogP: 1.17

#Rotatable Bonds: 11

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: -0.67

CX LogD: -1.96

Aromatic Rings: ┄

Heavy Atoms: 35

QED Weighted: 0.25

Np Likeness Score: 0.32

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