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

ID: ALA61102

Chembl Id: CHEMBL61102

PubChem CID: 44304456

Max Phase: Preclinical

Molecular Formula: C21H24N2O7

Molecular Weight: 416.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C2C(OC(C)=O)C(=O)N2c2cc(OC)c(OC)c(OC)c2)cc1N

Standard InChI:  InChI=1S/C21H24N2O7/c1-11(24)30-20-18(12-6-7-15(26-2)14(22)8-12)23(21(20)25)13-9-16(27-3)19(29-5)17(10-13)28-4/h6-10,18,20H,22H2,1-5H3

Standard InChI Key:  URXLBKJEOVKBRG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA61102

   [2-(3-Amino-4-methoxyphenyl)-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: 416.43

Molecular Weight (Monoisotopic): 416.1584

AlogP: 2.32

#Rotatable Bonds: 7

Polar Surface Area: 109.55

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.40

CX Basic pKa: 3.85

CX LogP: 1.06

CX LogD: 1.06

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.42

Np Likeness Score: 0.33

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