Methyl 4-((3-(2,6-dichlorophenyl)-5-isopropylisoxazol-4-yl)methoxy)benzoate

ID: ALA4535914

PubChem CID: 155548009

Max Phase: Preclinical

Molecular Formula: C21H19Cl2NO4

Molecular Weight: 420.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc(OCc2c(-c3c(Cl)cccc3Cl)noc2C(C)C)cc1

Standard InChI:  InChI=1S/C21H19Cl2NO4/c1-12(2)20-15(11-27-14-9-7-13(8-10-14)21(25)26-3)19(24-28-20)18-16(22)5-4-6-17(18)23/h4-10,12H,11H2,1-3H3

Standard InChI Key:  HNYCWNGXVBOEGR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   40.6052   -6.7751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3133   -7.1841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0229   -6.7746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0201   -5.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3115   -5.5467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7263   -5.5407    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   39.8986   -5.5471    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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   40.8908   -3.4723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.6407   -4.2502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.1864   -2.8073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9994   -2.8903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8518   -2.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7415   -4.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3457   -3.9443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   44.2954   -4.9892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0731   -5.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.6783   -4.6871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.5005   -3.8851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.7230   -3.6406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   46.6327   -5.7324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   47.0607   -4.3833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   47.8397   -4.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4535914

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 420.29

Molecular Weight (Monoisotopic): 419.0691

AlogP: 6.14

#Rotatable Bonds: 6

Polar Surface Area: 61.56

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.24

CX LogD: 6.24

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.45

Np Likeness Score: -0.91

References

1. Sepe V, Marchianò S, Finamore C, Baronissi G, Di Leva FS, Carino A, Biagioli M, Fiorucci C, Cassiano C, Monti MC, Del Gaudio F, Novellino E, Limongelli V, Fiorucci S, Zampella A..  (2019)  Novel Isoxazole Derivatives with Potent FXR Agonistic Activity Prevent Acetaminophen-Induced Liver Injury.,  10  (4): [PMID:30996771] [10.1021/acsmedchemlett.8b00423]

Source

Source(1):

• Scientific Literature