4-(3-Amino-4-methoxy-phenyl)-3-hydroxy-1-(3,4,5-trimethoxy-phenyl)-azetidin-2-one

ID: ALA416673

Chembl Id: CHEMBL416673

PubChem CID: 10022279

Max Phase: Preclinical

Molecular Formula: C19H22N2O6

Molecular Weight: 374.39

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H22N2O6/c1-24-13-6-5-10(7-12(13)20)16-17(22)19(23)21(16)11-8-14(25-2)18(27-4)15(9-11)26-3/h5-9,16-17,22H,20H2,1-4H3

Standard InChI Key:  DWPCTWGZTVHWRA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA416673

   4-(3-Amino-4-methoxyphenyl)-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: 374.39

Molecular Weight (Monoisotopic): 374.1478

AlogP: 1.75

#Rotatable Bonds: 6

Polar Surface Area: 103.48

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.30

CX Basic pKa: 3.84

CX LogP: 0.62

CX LogD: 0.62

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.59

Np Likeness Score: 0.15

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