4-Benzo[1,3]dioxol-5-yl-3-hydroxy-1-(3,4,5-trimethoxy-phenyl)-azetidin-2-one

ID: ALA65633

Chembl Id: CHEMBL65633

PubChem CID: 44304799

Max Phase: Preclinical

Molecular Formula: C19H19NO7

Molecular Weight: 373.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(N2C(=O)C(O)C2c2ccc3c(c2)OCO3)cc(OC)c1OC

Standard InChI:  InChI=1S/C19H19NO7/c1-23-14-7-11(8-15(24-2)18(14)25-3)20-16(17(21)19(20)22)10-4-5-12-13(6-10)27-9-26-12/h4-8,16-17,21H,9H2,1-3H3

Standard InChI Key:  RVUVVQHETFFQKU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA65633

   4-(1,3-Benzodioxol-5-yl)-3-hydroxy-1-(3,4,5-trimethoxyphenyl)azetidin-2-one

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: 373.36

Molecular Weight (Monoisotopic): 373.1162

AlogP: 1.89

#Rotatable Bonds: 5

Polar Surface Area: 86.69

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.29

CX Basic pKa: ┄

CX LogP: 1.23

CX LogD: 1.23

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.80

Np Likeness Score: 0.23

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