2,4,5-TRICHLOROPHENOXYACETIC ACID, ISOOCTYL ESTER

ID: ALA3138704

Cas Number: 25168-15-4

PubChem CID: 518275

Max Phase: Preclinical

Molecular Formula: C16H21Cl3O3

Molecular Weight: 367.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CCCCCOC(=O)COc1cc(Cl)c(Cl)cc1Cl

Standard InChI:  InChI=1S/C16H21Cl3O3/c1-11(2)6-4-3-5-7-21-16(20)10-22-15-9-13(18)12(17)8-14(15)19/h8-9,11H,3-7,10H2,1-2H3

Standard InChI Key:  LRDPQMJVRJVAOH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 22  0  0  0  0  0  0  0  0999 V2000
    0.7166   -0.4317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7124    0.3933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7166    0.3933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0021    0.8058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0021   -0.8442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7124   -0.4317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8600    0.8058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4310    0.8058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8600    1.6308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5745    0.3933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1455    0.3933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0021    1.6308    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4268   -0.8442    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0021   -1.6692    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.2889    0.8058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0034    0.3933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8613    0.3933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1468    0.8058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7179    0.8058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4323    0.3933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5757    0.8058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8613   -0.4317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  6  2  0
  3  1  1  0
  4  3  2  0
  5  1  2  0
  6  5  1  0
  7 11  1  0
  8  3  1  0
  9  7  2  0
 10  7  1  0
 11  8  1  0
 12  4  1  0
 13  6  1  0
 14  5  1  0
 15 10  1  0
 16 15  1  0
 17 18  1  0
 18 20  1  0
 19 16  1  0
 20 19  1  0
 21 17  1  0
  4  2  1  0
 17 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3138704

   2,4,5-T isooctyl ester

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: 367.70

Molecular Weight (Monoisotopic): 366.0556

AlogP: 5.79

#Rotatable Bonds: 9

Polar Surface Area: 35.53

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.20

CX LogD: 6.20

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.31

Np Likeness Score: -0.60

References

1. De Bruyn T, van Westen GJ, Ijzerman AP, Stieger B, de Witte P, Augustijns PF, Annaert PP..  (2013)  Structure-based identification of OATP1B1/3 inhibitors.,  83  (6): [PMID:23571415] [10.1124/mol.112.084152]

Source

Source(1):

• Scientific Literature