N-(((2S,3S)-6-(3,5-dihydroxystyryl)-3-(4-hydroxy-3,5-dimethoxyphenyl)-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methyl)-4-methoxybenzamide

ID: ALA5284658

Chembl Id: CHEMBL5284658

Max Phase: Preclinical

Molecular Formula: C33H31NO9

Molecular Weight: 585.61

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)NC[C@@H]2Oc3ccc(/C=C/c4cc(O)cc(O)c4)cc3O[C@H]2c2cc(OC)c(O)c(OC)c2)cc1

Standard InChI:  InChI=1S/C33H31NO9/c1-39-25-9-7-21(8-10-25)33(38)34-18-30-32(22-15-28(40-2)31(37)29(16-22)41-3)43-27-14-19(6-11-26(27)42-30)4-5-20-12-23(35)17-24(36)13-20/h4-17,30,32,35-37H,18H2,1-3H3,(H,34,38)/b5-4+/t30-,32-/m0/s1

Standard InChI Key:  FBENUBHDKDQFQR-JJZBCAMBSA-N

Alternative Forms

1. Parent:

   

   ALA5284658

   ---

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: 585.61

Molecular Weight (Monoisotopic): 585.1999

AlogP: 5.31

#Rotatable Bonds: 9

Polar Surface Area: 135.94

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.57

CX Basic pKa:

CX LogP: 5.16

CX LogD: 5.13

Aromatic Rings: 4

Heavy Atoms: 43

QED Weighted: 0.19

Np Likeness Score: 0.59

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