ID: ALA4242650

Max Phase: Preclinical

Molecular Formula: C32H36N2O6

Molecular Weight: 544.65

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCOC(=O)/C=C/[C@@H](O)[C@H](CCc1ccccc1)NC(=O)[C@H](Cc1ccccc1)NC(=O)OCc1ccccc1

Standard InChI:  InChI=1S/C32H36N2O6/c1-2-39-30(36)21-20-29(35)27(19-18-24-12-6-3-7-13-24)33-31(37)28(22-25-14-8-4-9-15-25)34-32(38)40-23-26-16-10-5-11-17-26/h3-17,20-21,27-29,35H,2,18-19,22-23H2,1H3,(H,33,37)(H,34,38)/b21-20+/t27-,28-,29+/m0/s1

Standard InChI Key:  GUDXYMNVGDWCBE-FPDIGDQTSA-N

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

Properties

Molecular Weight: 544.65

Molecular Weight (Monoisotopic): 544.2573

AlogP: 4.12

#Rotatable Bonds: 14

Polar Surface Area: 113.96

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.22

CX Basic pKa:

CX LogP: 5.44

CX LogD: 5.44

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.21

Np Likeness Score: 0.38

References

1. Royo S, Schirmeister T, Kaiser M, Jung S, Rodríguez S, Bautista JM, González FV..  (2018)  Antiprotozoal and cysteine proteases inhibitory activity of dipeptidyl enoates.,  26  (16): [PMID:30037754] [10.1016/j.bmc.2018.07.015]

2. Rocha DA, Silva EB, Fortes IS, Lopes MS, Ferreira RS, Andrade SF..  (2018)  Synthesis and structure-activity relationship studies of cruzain and rhodesain inhibitors.,  157  [PMID:30282318] [10.1016/j.ejmech.2018.08.079]

Source

Source(1):

• Scientific Literature