(4aR,6aS,6bR,8aS,12aS,12bR)-N-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,12,12a,12b,13,14b-octadecahydropicene-4a-carboxamide

ID: ALA4589866

Chembl Id: CHEMBL4589866

PubChem CID: 134437890

Max Phase: Preclinical

Molecular Formula: C30H47NO2

Molecular Weight: 453.71

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  CC1(C)CC[C@]2(C(=O)NO)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC=CC(C)(C)[C@@H]5CC[C@]43C)[C@@H]2C1

Standard InChI:  InChI=1S/C30H47NO2/c1-25(2)15-17-30(24(32)31-33)18-16-28(6)20(21(30)19-25)9-10-23-27(5)13-8-12-26(3,4)22(27)11-14-29(23,28)7/h8-9,12,21-23,33H,10-11,13-19H2,1-7H3,(H,31,32)/t21-,22-,23+,27-,28+,29+,30-/m0/s1

Standard InChI Key:  NMPQNBFMGIAHQQ-CDNBJWEZSA-N

Alternative Forms

  1. Parent:

    ALA4589866

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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: 453.71Molecular Weight (Monoisotopic): 453.3607AlogP: 7.46#Rotatable Bonds: 1
Polar Surface Area: 49.33Molecular Species: NEUTRALHBA: 2HBD: 2
#RO5 Violations: 1HBA (Lipinski): 3HBD (Lipinski): 2#RO5 Violations (Lipinski): 1
CX Acidic pKa: 8.83CX Basic pKa: CX LogP: 6.65CX LogD: 6.64
Aromatic Rings: Heavy Atoms: 33QED Weighted: 0.25Np Likeness Score: 2.96

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