ID: ALA5288196

Max Phase: Preclinical

Molecular Formula: C32H39N5O5

Molecular Weight: 573.69

Associated Items:

Representations

Canonical SMILES:  CCCC[C@@H](C(=O)Nc1ccc2c(C)c(CC(=O)O)c(=O)oc2c1)n1cc([C@@](C)(NCc2ccccc2)C(C)C)nn1

Standard InChI:  InChI=1S/C32H39N5O5/c1-6-7-13-26(37-19-28(35-36-37)32(5,20(2)3)33-18-22-11-9-8-10-12-22)30(40)34-23-14-15-24-21(4)25(17-29(38)39)31(41)42-27(24)16-23/h8-12,14-16,19-20,26,33H,6-7,13,17-18H2,1-5H3,(H,34,40)(H,38,39)/t26-,32-/m0/s1

Standard InChI Key:  NIKSAQBGMZFSRV-IEWVHIKDSA-N

Associated Targets(non-human)

Cruzipain 33337 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Properties

Molecular Weight: 573.69Molecular Weight (Monoisotopic): 573.2951AlogP: 5.35#Rotatable Bonds: 13
Polar Surface Area: 139.35Molecular Species: ACIDHBA: 8HBD: 3
#RO5 Violations: 2HBA (Lipinski): 10HBD (Lipinski): 3#RO5 Violations (Lipinski): 2
CX Acidic pKa: 3.37CX Basic pKa: 7.46CX LogP: 3.32CX LogD: 3.09
Aromatic Rings: 4Heavy Atoms: 42QED Weighted: 0.18Np Likeness Score: -0.77

References

1. 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