N-{4-[2-chloro-4-(5-propyl-1,2-oxazol-3-yl)phenoxy]-3-hydroxybenzyl}-5-methyl-1,2-oxazole-3-carboxamide

ID: ALA2392449

PubChem CID: 71655161

Max Phase: Preclinical

Molecular Formula: C24H22ClN3O5

Molecular Weight: 467.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCc1cc(-c2ccc(Oc3ccc(CNC(=O)c4cc(C)on4)cc3O)c(Cl)c2)no1

Standard InChI:  InChI=1S/C24H22ClN3O5/c1-3-4-17-12-19(27-33-17)16-6-8-22(18(25)11-16)31-23-7-5-15(10-21(23)29)13-26-24(30)20-9-14(2)32-28-20/h5-12,29H,3-4,13H2,1-2H3,(H,26,30)

Standard InChI Key:  AXMZYKSEWGUPCB-UHFFFAOYSA-N

Molfile:  

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    3.6465   -9.9745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA2392449

   N-[[4-[2-chloro-4-(5-propyl-1,2-oxazol-3-yl)phenoxy]-3-hydroxyphenyl]methyl]-5-methyl-1,2-oxazole-3-carboxamide

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: 467.91

Molecular Weight (Monoisotopic): 467.1248

AlogP: 5.67

#Rotatable Bonds: 8

Polar Surface Area: 110.62

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.31

CX Basic pKa: 0.62

CX LogP: 5.09

CX LogD: 5.04

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.34

Np Likeness Score: -1.29

References

1. Muench SP, Stec J, Zhou Y, Afanador GA, McPhillie MJ, Hickman MR, Lee PJ, Leed SE, Auschwitz JM, Prigge ST, Rice DW, McLeod R..  (2013)  Development of a triclosan scaffold which allows for adaptations on both the A- and B-ring for transport peptides.,  23  (12): [PMID:23664871] [10.1016/j.bmcl.2013.04.035]

Source

Source(1):

• Scientific Literature