Acetic acid 1-benzo[1,3]dioxol-5-yl-2-oxo-4-(3,4,5-trimethoxy-phenyl)-azetidin-3-yl ester

ID: ALA64186

Chembl Id: CHEMBL64186

PubChem CID: 44304528

Max Phase: Preclinical

Molecular Formula: C21H21NO8

Molecular Weight: 415.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C2C(OC(C)=O)C(=O)N2c2ccc3c(c2)OCO3)cc(OC)c1OC

Standard InChI:  InChI=1S/C21H21NO8/c1-11(23)30-20-18(12-7-16(25-2)19(27-4)17(8-12)26-3)22(21(20)24)13-5-6-14-15(9-13)29-10-28-14/h5-9,18,20H,10H2,1-4H3

Standard InChI Key:  WHWGELPZKOQGRZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA64186

   [1-(1,3-Benzodioxol-5-yl)-2-oxo-4-(3,4,5-trimethoxyphenyl)azetidin-3-yl] acetate

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: 415.40

Molecular Weight (Monoisotopic): 415.1267

AlogP: 2.46

#Rotatable Bonds: 6

Polar Surface Area: 92.76

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.40

CX Basic pKa: ┄

CX LogP: 1.67

CX LogD: 1.67

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.52

Np Likeness Score: 0.30

References

1. Sun L, Vasilevich NI, Fuselier JA, Hocart SJ, Coy DH..  (2004)  Examination of the 1,4-disubstituted azetidinone ring system as a template for combretastatin A-4 conformationally restricted analogue design.,  14  (9): [PMID:15080975] [10.1016/j.bmcl.2004.02.050]

Source

Source(1):

• Scientific Literature