4,4-difluorocyclohexyl ((S)-4-methyl-1-oxo-1-(((S)-1-oxo-3-((S)-2-oxopyrrolidin-3-yl)propan-2-yl)amino)pentan-2-yl)carbamate

ID: ALA5271899

Max Phase: Preclinical

Molecular Formula: C20H31F2N3O5

Molecular Weight: 431.48

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H31F2N3O5/c1-12(2)9-16(25-19(29)30-15-3-6-20(21,22)7-4-15)18(28)24-14(11-26)10-13-5-8-23-17(13)27/h11-16H,3-10H2,1-2H3,(H,23,27)(H,24,28)(H,25,29)/t13-,14-,16-/m0/s1

Standard InChI Key:  PHUZMTSQHVZDOX-DZKIICNBSA-N

Molfile:  

 
     RDKit          2D

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   -2.3835   -0.4964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8124   -1.3214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8124   -0.4964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6390   -1.3214    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2257   -2.0354    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6690   -0.0839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9546   -0.4964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9546   -1.3214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4742   -0.4964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4742   -1.3214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1888   -1.7339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1888   -2.5589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9032   -1.3214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1888   -0.0839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9032   -0.4963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6182   -0.0836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3330   -0.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3330   -1.3208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6182    0.7419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3330    1.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4193    1.9751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8355    2.5589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2264    2.1467    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6390    1.4322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0868    0.8190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1888    0.7411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  5  4  1  0
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  9  2  1  0
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 13 14  1  6
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 20 19  1  1
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 20 23  1  0
 24 23  1  1
 25 24  1  0
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 25 27  1  0
 27 28  1  0
 28 29  1  0
 24 29  1  0
 18 30  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5271899

   ---

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: 431.48

Molecular Weight (Monoisotopic): 431.2232

AlogP: 1.92

#Rotatable Bonds: 9

Polar Surface Area: 113.60

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.58

CX Basic pKa: ┄

CX LogP: 0.84

CX LogD: 0.84

Aromatic Rings: ┄

Heavy Atoms: 30

QED Weighted: 0.48

Np Likeness Score: 0.63

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