ID: ALA3321930

Max Phase: Preclinical

Molecular Formula: C27H34F2N4O4

Molecular Weight: 516.59

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  COc1ccc(CC(=O)NC(=N)N[C@H](CC2CCCCC2)C(=O)NCc2ccc(F)c(F)c2)cc1OC

Standard InChI:  InChI=1S/C27H34F2N4O4/c1-36-23-11-9-18(14-24(23)37-2)15-25(34)33-27(30)32-22(13-17-6-4-3-5-7-17)26(35)31-16-19-8-10-20(28)21(29)12-19/h8-12,14,17,22H,3-7,13,15-16H2,1-2H3,(H,31,35)(H3,30,32,33,34)/t22-/m1/s1

Standard InChI Key:  NRKQPMZKNGHQHZ-JOCHJYFZSA-N

Associated Targets(Human)

Renin 5251 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Cathepsin D 3201 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Cathepsin D 510 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: 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: 516.59Molecular Weight (Monoisotopic): 516.2548AlogP: 3.82#Rotatable Bonds: 10
Polar Surface Area: 112.54Molecular Species: NEUTRALHBA: 5HBD: 4
#RO5 Violations: 1HBA (Lipinski): 8HBD (Lipinski): 4#RO5 Violations (Lipinski): 1
CX Acidic pKa: 11.52CX Basic pKa: 8.13CX LogP: 4.09CX LogD: 3.29
Aromatic Rings: 2Heavy Atoms: 37QED Weighted: 0.28Np Likeness Score: -0.74

References

1. Grädler U, Czodrowski P, Tsaklakidis C, Klein M, Werkmann D, Lindemann S, Maskos K, Leuthner B..  (2014)  Structure-based optimization of non-peptidic Cathepsin D inhibitors.,  24  (17): [PMID:25086681] [10.1016/j.bmcl.2014.07.054]

Source