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

ID: ALA5269459

Max Phase: Preclinical

Molecular Formula: C20H33N3O5

Molecular Weight: 395.50

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H33N3O5/c1-13(2)10-17(23-20(27)28-16-6-4-3-5-7-16)19(26)22-15(12-24)11-14-8-9-21-18(14)25/h12-17H,3-11H2,1-2H3,(H,21,25)(H,22,26)(H,23,27)/t14-,15-,17-/m0/s1

Standard InChI Key:  JAZGKZKQQSCVMM-ZOBUZTSGSA-N

Molfile:  

 
     RDKit          2D

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    0.7754   -0.0839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4898   -0.4963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2047   -0.0836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2047    0.7418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9196    1.1545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6733    0.8189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2254    1.4321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8129    2.1466    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0058    1.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4221    2.5587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9196   -0.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9196   -1.3207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0610   -0.4964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0610   -1.3213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7754   -1.7338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7754   -2.5587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4898   -1.3213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6533   -0.0839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3677   -0.4964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3677   -1.3213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0821   -0.0839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7966   -0.4964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7966   -1.3213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5110   -1.7337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2254   -1.3213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2254   -0.4964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5110   -0.0839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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  4  3  1  1
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  9  8  1  0
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 10 11  2  0
  4 12  1  0
 12 13  2  0
  2 14  1  0
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 19 20  1  0
 20 21  2  0
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 22 23  1  0
 24 23  1  0
 25 24  1  0
 26 25  1  0
 27 26  1  0
 28 27  1  0
 23 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5269459

   ---

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: 395.50

Molecular Weight (Monoisotopic): 395.2420

AlogP: 1.67

#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: 12.79

CX Basic pKa: ┄

CX LogP: 1.35

CX LogD: 1.35

Aromatic Rings: ┄

Heavy Atoms: 28

QED Weighted: 0.51

Np Likeness Score: 0.64

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