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

ID: ALA293834

Chembl Id: CHEMBL293834

PubChem CID: 44304596

Max Phase: Preclinical

Molecular Formula: C19H20N2O8

Molecular Weight: 404.38

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H20N2O8/c1-26-13-6-5-10(7-12(13)21(24)25)16-17(22)19(23)20(16)11-8-14(27-2)18(29-4)15(9-11)28-3/h5-9,16-17,22H,1-4H3

Standard InChI Key:  GSTOXUGHWJKGFJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA293834

   3-Hydroxy-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: 404.38

Molecular Weight (Monoisotopic): 404.1220

AlogP: 2.08

#Rotatable Bonds: 7

Polar Surface Area: 120.60

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.27

CX Basic pKa: ┄

CX LogP: 1.39

CX LogD: 1.39

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.42

Np Likeness Score: -0.29

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