4-Deacetyl-4-(cyclohexanecarbonyl)oxy vindoline

ID: ALA4090277

Chembl Id: CHEMBL4090277

PubChem CID: 137643525

Max Phase: Preclinical

Molecular Formula: C30H40N2O6

Molecular Weight: 524.66

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CC[C@]12C=CCN3CC[C@@]4(c5ccc(OC)cc5N(C)[C@H]4[C@@](O)(C(=O)OC)[C@@H]1OC(=O)C1CCCCC1)[C@@H]32

Standard InChI:  InChI=1S/C30H40N2O6/c1-5-28-14-9-16-32-17-15-29(24(28)32)21-13-12-20(36-3)18-22(21)31(2)25(29)30(35,27(34)37-4)26(28)38-23(33)19-10-7-6-8-11-19/h9,12-14,18-19,24-26,35H,5-8,10-11,15-17H2,1-4H3/t24-,25+,26+,28+,29+,30-/m0/s1

Standard InChI Key:  ARRXXENFMMGYNR-YYNSKSQRSA-N

Alternative Forms

  1. Parent:

    ALA4090277

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Associated Targets(non-human)

MIN6 (162 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

Calculated Properties

Molecular Weight: 524.66Molecular Weight (Monoisotopic): 524.2886AlogP: 3.20#Rotatable Bonds: 5
Polar Surface Area: 88.54Molecular Species: BASEHBA: 8HBD: 1
#RO5 Violations: 1HBA (Lipinski): 8HBD (Lipinski): 1#RO5 Violations (Lipinski): 1
CX Acidic pKa: 10.87CX Basic pKa: 8.67CX LogP: 4.00CX LogD: 2.70
Aromatic Rings: 1Heavy Atoms: 38QED Weighted: 0.46Np Likeness Score: 1.60

References

1. Xiao C, Tian Y, Lei M, Chen F, Gan X, Yao X, Shen X, Chen J, Hu L..  (2017)  Synthesis and glucose-stimulate insulin secretion (GSIS) evaluation of vindoline derivatives.,  27  (5): [PMID:28162858] [10.1016/j.bmcl.2016.09.064]

Source