3-Demethoxycarbonyl-3-ethoxymethyl-4-deacetyl-4-isobutyryloxyl vindoline

ID: ALA4100361

PubChem CID: 137660273

Max Phase: Preclinical

Molecular Formula: C28H40N2O5

Molecular Weight: 484.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC[C@@]1(O)[C@H](OC(=O)C(C)C)[C@]2(CC)C=CCN3CC[C@@]4(c5ccc(OC)cc5N(C)[C@@H]14)[C@@H]32

Standard InChI:  InChI=1S/C28H40N2O5/c1-7-26-12-9-14-30-15-13-27(23(26)30)20-11-10-19(33-6)16-21(20)29(5)24(27)28(32,17-34-8-2)25(26)35-22(31)18(3)4/h9-12,16,18,23-25,32H,7-8,13-15,17H2,1-6H3/t23-,24+,25+,26+,27+,28-/m0/s1

Standard InChI Key:  KLUGLEFVHPPQKQ-YBMFQFDFSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4100361

   ---

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: 484.64

Molecular Weight (Monoisotopic): 484.2937

AlogP: 3.14

#Rotatable Bonds: 7

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: 12.44

CX Basic pKa: 8.81

CX LogP: 3.51

CX LogD: 2.09

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.47

Np Likeness Score: 1.85

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