N'-[(S)-2-tert-Butoxycarbonylamino-3-(1H-indol-3-yl)-propionyl]-hydrazinecarboxylic acid 2-(3,4-dihydro-2H-quinolin-1-yl)-2-oxo-ethyl ester

ID: ALA263634

Chembl Id: CHEMBL263634

Cas Number: 1014405-03-8

PubChem CID: 23631927

Max Phase: Preclinical

Molecular Formula: C28H33N5O6

Molecular Weight: 535.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)NNC(=O)OCC(=O)N1CCCc2ccccc21

Standard InChI:  InChI=1S/C28H33N5O6/c1-28(2,3)39-26(36)30-22(15-19-16-29-21-12-6-5-11-20(19)21)25(35)31-32-27(37)38-17-24(34)33-14-8-10-18-9-4-7-13-23(18)33/h4-7,9,11-13,16,22,29H,8,10,14-15,17H2,1-3H3,(H,30,36)(H,31,35)(H,32,37)/t22-/m0/s1

Standard InChI Key:  MITOFRSPGLYHSJ-QFIPXVFZSA-N

Alternative Forms

1. Parent:

   

   ALA263634

   2-(3,4-Dihydroquinolin-1(2H)-yl)-2-oxoethyl 2-((tert-butoxycarbonyl)-L-tryptophyl)hydrazine-1-carboxylate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 535.60

Molecular Weight (Monoisotopic): 535.2431

AlogP: 3.34

#Rotatable Bonds: 6

Polar Surface Area: 141.86

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.36

CX Basic pKa: ┄

CX LogP: 3.15

CX LogD: 3.15

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.36

Np Likeness Score: -1.04

References

1. Myers MC, Shah PP, Beavers MP, Napper AD, Diamond SL, Smith AB, Huryn DM..  (2008)  Design, synthesis, and evaluation of inhibitors of cathepsin L: Exploiting a unique thiocarbazate chemotype.,  18  (12): [PMID:18499453] [10.1016/j.bmcl.2008.04.065]

2. Shagufta, Ahmad I..  (2021)  The race to treat COVID-19: Potential therapeutic agents for the prevention and treatment of SARS-CoV-2.,  213  [PMID:33486200] [10.1016/j.ejmech.2021.113157]

3. 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