(1Z,4Z)-N1-((Z)-1-(((Z)-1-((2-aminoethyl)imino)-1-hydroxypropan-2-yl)imino)-1-hydroxy-3,3-dimethylbutan-2-yl)-N4-hydroxy-2-isobutylsuccinimidic acid

ID: ALA5270233

Max Phase: Preclinical

Molecular Formula: C19H37N5O5

Molecular Weight: 415.54

Names and Identifiers

Canonical SMILES:  CC(C)CC(CC(=O)NO)C(=O)NC(C(=O)NC(C)C(=O)NCCN)C(C)(C)C

Standard InChI:  InChI=1S/C19H37N5O5/c1-11(2)9-13(10-14(25)24-29)17(27)23-15(19(4,5)6)18(28)22-12(3)16(26)21-8-7-20/h11-13,15,29H,7-10,20H2,1-6H3,(H,21,26)(H,22,28)(H,23,27)(H,24,25)

Standard InChI Key:  LMIQCBIEAHJAMZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 28  0  0  0  0  0  0  0  0999 V2000
   -1.7866   -1.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7866   -2.4756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5012   -1.2378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0719   -1.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3573   -1.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3573   -1.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3573   -2.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3573   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719   -1.6504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3573   -2.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7866   -1.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3573   -3.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719   -2.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7866   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5012   -1.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5012    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2159   -1.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5012   -2.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2159   -2.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719    0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3573    1.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7864    1.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3573    0.8251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3573    2.0629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3573    2.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3573    3.3008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0719    3.7134    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2159   -1.6504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  1  0
  4  1  1  0
  5  4  1  0
  6  5  1  0
  5  7  1  0
  6  8  2  0
  6  9  1  0
  7 10  1  0
 11  9  1  0
 10 12  1  0
 10 13  1  0
 14 11  1  0
 11 15  1  0
 14 16  2  0
 14 17  1  0
 15 18  1  0
 15 19  1  0
 15 20  1  0
 21 17  1  0
 21 22  1  0
 21 23  1  0
 22 24  2  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
  3 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5270233

   ---

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: 415.54

Molecular Weight (Monoisotopic): 415.2795

AlogP: -0.35

#Rotatable Bonds: 11

Polar Surface Area: 162.65

Molecular Species: BASE

HBA: 6

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.71

CX Basic pKa: 9.35

CX LogP: -1.35

CX LogD: -2.37

Aromatic Rings: ┄

Heavy Atoms: 29

QED Weighted: 0.20

Np Likeness Score: 0.40

References

1. Xiu S, Dick A, Ju H, Mirzaie S, Abdi F, Cocklin S, Zhan P, Liu X..  (2020)  Inhibitors of SARS-CoV-2 Entry: Current and Future Opportunities.,  63  (21.0): [PMID:32539378] [10.1021/acs.jmedchem.0c00502]

Source

Source(1):

• Scientific Literature