4-Deacetyl-4-benzoyloxy vindoline

ID: ALA4086001

Chembl Id: CHEMBL4086001

PubChem CID: 137642883

Max Phase: Preclinical

Molecular Formula: C30H34N2O6

Molecular Weight: 518.61

Molecule Type: Small molecule

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/C30H34N2O6/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/h6-14,18,24-26,35H,5,15-17H2,1-4H3/t24-,25+,26+,28+,29+,30-/m0/s1

Standard InChI Key:  WTORPXBXEFVBDQ-YYNSKSQRSA-N

Alternative Forms

1. Parent:

   

   ALA4086001

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 518.61

Molecular Weight (Monoisotopic): 518.2417

AlogP: 2.94

#Rotatable Bonds: 5

Polar Surface Area: 88.54

Molecular Species: BASE

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.87

CX Basic pKa: 8.65

CX LogP: 3.94

CX LogD: 2.66

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.48

Np Likeness Score: 1.72

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

Source(1):

• Scientific Literature