4-((2S,3S)-3-(hydroxymethyl)-7-(2-(thiophen-3-yl)vinyl)-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)-2,6-dimethoxyphenol

ID: ALA5286919

Chembl Id: CHEMBL5286919

Max Phase: Preclinical

Molecular Formula: C23H22O6S

Molecular Weight: 426.49

Names and Identifiers

Canonical SMILES:  COc1cc([C@@H]2Oc3cc(/C=C/c4ccsc4)ccc3O[C@H]2CO)cc(OC)c1O

Standard InChI:  InChI=1S/C23H22O6S/c1-26-19-10-16(11-20(27-2)22(19)25)23-21(12-24)28-17-6-5-14(9-18(17)29-23)3-4-15-7-8-30-13-15/h3-11,13,21,23-25H,12H2,1-2H3/b4-3+/t21-,23-/m0/s1

Standard InChI Key:  IJKKUPAGDBQZQS-BXMDBLFCSA-N

Alternative Forms

1. Parent:

   

   ALA5286919

   ---

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: 426.49

Molecular Weight (Monoisotopic): 426.1137

AlogP: 4.51

#Rotatable Bonds: 6

Polar Surface Area: 77.38

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.30

CX Basic pKa:

CX LogP: 4.14

CX LogD: 4.14

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.60

Np Likeness Score: 0.71

References

1. Yao L, Cai W, Chen S, Wang A, Wang X, Zhao C, Shou C, Jia Y..  (2023)  Design, syntheses and biological evaluation of natural product aiphanol derivatives and analogues: Discovery of potent anticancer agents.,  90  [PMID:37182611] [10.1016/j.bmcl.2023.129326]

Source

Source(1):

• Scientific Literature