rac-etomoxir

ID: ALA2216791

Cas Number: 104699-06-1

PubChem CID: 1231

Max Phase: Preclinical

Molecular Formula: C15H19ClO4

Molecular Weight: 298.77

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Rac-Etomoxir | 2-(6-(4-Chlorophenoxy)hexyl)oxirane-2-carboxylic acid|104699-06-1|2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylic acid|124151-60-6|4-Cphoc|SCHEMBL682291|B 827-33|B-827-33|SCHEMBL6260778|CHEMBL2216791|DTXSID10909136|2-[6-(4-chlorophenoxy) hexyl]-oxirane carboxylic acid|Oxiranecarboxylic acid, 2-(6-(4-chlorophenoxy)hexyl)-

Canonical SMILES:  O=C(O)C1(CCCCCCOc2ccc(Cl)cc2)CO1

Standard InChI:  InChI=1S/C15H19ClO4/c16-12-5-7-13(8-6-12)19-10-4-2-1-3-9-15(11-20-15)14(17)18/h5-8H,1-4,9-11H2,(H,17,18)

Standard InChI Key:  NWSIRTXVYBEURF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   18.3130  -21.2534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3133  -20.4369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6052  -20.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8978  -20.4416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9030  -21.2630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6118  -21.6656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9709  -20.4174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7592  -21.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9709  -21.2346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1828  -22.0225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1438  -21.2443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8528  -21.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5592  -21.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2682  -21.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2648  -20.0086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4374  -21.6552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7284  -21.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0220  -21.6597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1882  -20.0362    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   24.6789  -20.0092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  9  8  1  0
 10  9  1  0
  8 10  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  9 14  1  0
  9  7  1  0
  7 15  2  0
 11 16  1  0
 16 17  1  0
 17 18  1  0
 18  1  1  0
  4 19  1  0
  7 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2216791

   2-(6-(4-Chlorophenoxy)hexyl)oxirane-2-carboxylic acid

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: 298.77

Molecular Weight (Monoisotopic): 298.0972

AlogP: 3.52

#Rotatable Bonds: 9

Polar Surface Area: 59.06

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.74

CX Basic pKa: ┄

CX LogP: 3.88

CX LogD: 0.59

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.56

Np Likeness Score: 0.14

References

1. Ceccarelli SM, Chomienne O, Gubler M, Arduini A..  (2011)  Carnitine palmitoyltransferase (CPT) modulators: a medicinal chemistry perspective on 35 years of research.,  54  (9): [PMID:21504156] [10.1021/jm100809g]

Source

Source(1):

• Scientific Literature