N1-((2S,3R)-3-hydroxy-4-(2-(3-methoxyphenyl)propan-2-ylamino)-1-phenylbutan-2-yl)-5-(piperidin-1-yl)-N3-(3,3,3-trifluoropropyl)isophthalamide

ID: ALA4454293

Chembl Id: CHEMBL4454293

PubChem CID: 155524310

Max Phase: Preclinical

Molecular Formula: C36H45F3N4O4

Molecular Weight: 654.77

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1cccc(C(C)(C)NC[C@@H](O)[C@H](Cc2ccccc2)NC(=O)c2cc(C(=O)NCCC(F)(F)F)cc(N3CCCCC3)c2)c1

Standard InChI:  InChI=1S/C36H45F3N4O4/c1-35(2,28-13-10-14-30(23-28)47-3)41-24-32(44)31(19-25-11-6-4-7-12-25)42-34(46)27-20-26(33(45)40-16-15-36(37,38)39)21-29(22-27)43-17-8-5-9-18-43/h4,6-7,10-14,20-23,31-32,41,44H,5,8-9,15-19,24H2,1-3H3,(H,40,45)(H,42,46)/t31-,32+/m0/s1

Standard InChI Key:  HVMZYPNIRCCZDE-AJQTZOPKSA-N

Alternative Forms

  1. Parent:

    ALA4454293

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Associated Targets(Human)

CTSD Tchem Cathepsin D (3201 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Plasmepsin 4 (112 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PMI Plasmepsin 1 (207 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PMII Plasmepsin 2 (774 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: 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

Calculated Properties

Molecular Weight: 654.77Molecular Weight (Monoisotopic): 654.3393AlogP: 5.59#Rotatable Bonds: 14
Polar Surface Area: 102.93Molecular Species: BASEHBA: 6HBD: 4
#RO5 Violations: 2HBA (Lipinski): 8HBD (Lipinski): 4#RO5 Violations (Lipinski): 2
CX Acidic pKa: 13.92CX Basic pKa: 8.85CX LogP: 5.12CX LogD: 3.66
Aromatic Rings: 3Heavy Atoms: 47QED Weighted: 0.18Np Likeness Score: -0.78

References

1. Zogota R, Kinena L, Withers-Martinez C, Blackman MJ, Bobrovs R, Pantelejevs T, Kanepe-Lapsa I, Ozola V, Jaudzems K, Suna E, Jirgensons A..  (2019)  Peptidomimetic plasmepsin inhibitors with potent anti-malarial activity and selectivity against cathepsin D.,  163  [PMID:30529637] [10.1016/j.ejmech.2018.11.068]

Source