3-Hydroxyimino-N-hydroxylup-20(29)-en-28-amide

ID: ALA4583726

Chembl Id: CHEMBL4583726

PubChem CID: 155561830

Max Phase: Preclinical

Molecular Formula: C30H48N2O3

Molecular Weight: 484.73

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  C=C(C)[C@@H]1CC[C@]2(C(=O)NO)CC[C@]3(C)C(CC[C@@H]4[C@@]5(C)CC/C(=N\O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12

Standard InChI:  InChI=1S/C30H48N2O3/c1-18(2)19-10-15-30(25(33)32-35)17-16-28(6)20(24(19)30)8-9-22-27(5)13-12-23(31-34)26(3,4)21(27)11-14-29(22,28)7/h19-22,24,34-35H,1,8-17H2,2-7H3,(H,32,33)/b31-23+/t19-,20?,21-,22+,24+,27-,28+,29+,30-/m0/s1

Standard InChI Key:  BDFBLFJRMGKECF-OAZFQTTJSA-N

Alternative Forms

  1. Parent:

    ALA4583726

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Associated Targets(Human)

EGLN2 Tclin Hypoxia-inducible factor prolyl hydroxylase (45 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: 484.73Molecular Weight (Monoisotopic): 484.3665AlogP: 6.98#Rotatable Bonds: 2
Polar Surface Area: 81.92Molecular Species: NEUTRALHBA: 4HBD: 3
#RO5 Violations: 1HBA (Lipinski): 5HBD (Lipinski): 3#RO5 Violations (Lipinski): 1
CX Acidic pKa: 8.83CX Basic pKa: 2.49CX LogP: 6.40CX LogD: 6.39
Aromatic Rings: Heavy Atoms: 35QED Weighted: 0.17Np Likeness Score: 2.56

References

1. Minassi A, Rogati F, Cruz C, Prados ME, Galera N, Jinénez C, Appendino G, Bellido ML, Calzado MA, Caprioglio D, Muñoz E..  (2018)  Triterpenoid Hydroxamates as HIF Prolyl Hydrolase Inhibitors.,  81  (10): [PMID:30350996] [10.1021/acs.jnatprod.8b00514]

Source