Acetic acid 2-(4-methoxy-3-nitro-phenyl)-4-oxo-1-(3,4,5-trimethoxy-phenyl)-azetidin-3-yl ester

ID: ALA302389

Chembl Id: CHEMBL302389

PubChem CID: 44304511

Max Phase: Preclinical

Molecular Formula: C21H22N2O9

Molecular Weight: 446.41

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H22N2O9/c1-11(24)32-20-18(12-6-7-15(28-2)14(8-12)23(26)27)22(21(20)25)13-9-16(29-3)19(31-5)17(10-13)30-4/h6-10,18,20H,1-5H3

Standard InChI Key:  QGJLKHPPBNNBCA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA302389

   [2-(4-Methoxy-3-nitrophenyl)-4-oxo-1-(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: 446.41

Molecular Weight (Monoisotopic): 446.1325

AlogP: 2.65

#Rotatable Bonds: 8

Polar Surface Area: 126.67

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.39

CX Basic pKa: ┄

CX LogP: 1.83

CX LogD: 1.83

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.26

Np Likeness Score: -0.08

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