(Z)-N-(4-((2-(Bromomethylene)-5-oxo-2,5-dihydrofuran-3-yl)methyl)phenyl)-2-(3,4,5-trimethoxyphenyl)acetamide

ID: ALA4174470

Chembl Id: CHEMBL4174470

PubChem CID: 145949969

Max Phase: Preclinical

Molecular Formula: C23H22BrNO6

Molecular Weight: 488.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(CC(=O)Nc2ccc(CC3=CC(=O)O/C3=C/Br)cc2)cc(OC)c1OC

Standard InChI:  InChI=1S/C23H22BrNO6/c1-28-18-9-15(10-19(29-2)23(18)30-3)11-21(26)25-17-6-4-14(5-7-17)8-16-12-22(27)31-20(16)13-24/h4-7,9-10,12-13H,8,11H2,1-3H3,(H,25,26)/b20-13+

Standard InChI Key:  XVLOMQFCOAWCMX-DEDYPNTBSA-N

Alternative Forms

1. Parent:

   

   ALA4174470

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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: 488.33

Molecular Weight (Monoisotopic): 487.0630

AlogP: 4.16

#Rotatable Bonds: 8

Polar Surface Area: 83.09

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.96

CX Basic pKa: ┄

CX LogP: 3.66

CX LogD: 3.66

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.56

Np Likeness Score: 0.26

References

1. Xu XJ, Wang F, Zeng T, Lin J, Liu J, Chang YQ, Sun PH, Chen WM..  (2018)  4-arylamidobenzyl substituted 5-bromomethylene-2(5H)-furanones for chronic bacterial infection.,  144  [PMID:29268132] [10.1016/j.ejmech.2017.11.085]

Source

Source(1):

• Scientific Literature