4-Deacetyl-4-ethoxyl vindoline

ID: ALA4069849

Chembl Id: CHEMBL4069849

PubChem CID: 137638603

Max Phase: Preclinical

Molecular Formula: C25H34N2O5

Molecular Weight: 442.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCO[C@@H]1[C@]2(CC)C=CCN3CC[C@@]4(c5ccc(OC)cc5N(C)[C@H]4[C@@]1(O)C(=O)OC)[C@@H]32

Standard InChI:  InChI=1S/C25H34N2O5/c1-6-23-11-8-13-27-14-12-24(19(23)27)17-10-9-16(30-4)15-18(17)26(3)20(24)25(29,22(28)31-5)21(23)32-7-2/h8-11,15,19-21,29H,6-7,12-14H2,1-5H3/t19-,20+,21+,23+,24+,25-/m0/s1

Standard InChI Key:  PSABVQVMNSTVKI-ACSXSLCXSA-N

Alternative Forms

1. Parent:

   

   ALA4069849

   ---

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: 442.56

Molecular Weight (Monoisotopic): 442.2468

AlogP: 2.11

#Rotatable Bonds: 5

Polar Surface Area: 71.47

Molecular Species: BASE

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.89

CX Basic pKa: 8.79

CX LogP: 2.44

CX LogD: 1.03

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.55

Np Likeness Score: 1.93

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