3-Methoxy-4-(4-methoxy-3-nitro-phenyl)-1-(3,4,5-trimethoxy-phenyl)-azetidin-2-one

ID: ALA63079

Chembl Id: CHEMBL63079

PubChem CID: 44304595

Max Phase: Preclinical

Molecular Formula: C20H22N2O8

Molecular Weight: 418.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C2C(OC)C(=O)N2c2cc(OC)c(OC)c(OC)c2)cc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C20H22N2O8/c1-26-14-7-6-11(8-13(14)22(24)25)17-19(30-5)20(23)21(17)12-9-15(27-2)18(29-4)16(10-12)28-3/h6-10,17,19H,1-5H3

Standard InChI Key:  YVNFPUSFYFOKAN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA63079

   3-Methoxy-4-(4-methoxy-3-nitrophenyl)-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: 418.40

Molecular Weight (Monoisotopic): 418.1376

AlogP: 2.73

#Rotatable Bonds: 8

Polar Surface Area: 109.60

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.66

CX Basic pKa: ┄

CX LogP: 2.03

CX LogD: 2.03

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.37

Np Likeness Score: -0.24

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