2-(3,7-dimethylocta-2,6-dien-1-yl)-5-(1-((2R,4aR,9aR)-2-hydroxy-5-methoxy-1,1,4a-trimethyl-2,3,4,4a,9,9a-hexahydro-1H-xanthen-7-yl)-1H-1,2,3-triazol-4-yl)benzene-1,3-diol

ID: ALA5283163

Max Phase: Preclinical

Molecular Formula: C35H45N3O5

Molecular Weight: 587.76

Names and Identifiers

Canonical SMILES:  COc1cc(-n2cc(-c3cc(O)c(C/C=C(\C)CCC=C(C)C)c(O)c3)nn2)cc2c1O[C@]1(C)CC[C@@H](O)C(C)(C)[C@H]1C2

Standard InChI:  InChI=1S/C35H45N3O5/c1-21(2)9-8-10-22(3)11-12-26-28(39)16-23(17-29(26)40)27-20-38(37-36-27)25-15-24-18-31-34(4,5)32(41)13-14-35(31,6)43-33(24)30(19-25)42-7/h9,11,15-17,19-20,31-32,39-41H,8,10,12-14,18H2,1-7H3/b22-11+/t31-,32-,35-/m1/s1

Standard InChI Key:  VOXDMVZGEDBMIW-XKBAZTDFSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5283163

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 587.76

Molecular Weight (Monoisotopic): 587.3359

AlogP: 7.08

#Rotatable Bonds: 8

Polar Surface Area: 109.86

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.58

CX Basic pKa: ┄

CX LogP: 7.58

CX LogD: 7.56

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.24

Np Likeness Score: 1.38

References

1. Stockdale DP, Beutler JA, Wiemer DF..  (2022)  Substitution of a triazole for the central olefin in biologically active stilbenes.,  75  [PMID:36096344] [10.1016/j.bmcl.2022.128980]

Source

Source(1):

• Scientific Literature