2-(4-chloro-2-methylphenoxy)propanoic acid

ID: ALA272942

Cas Number: 7085-19-0

PubChem CID: 7153

Product Number: M114422, Order Now?

Max Phase: Preclinical

Molecular Formula: C10H11ClO3

Molecular Weight: 214.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(Cl)ccc1OC(C)C(=O)O

Standard InChI:  InChI=1S/C10H11ClO3/c1-6-5-8(11)3-4-9(6)14-7(2)10(12)13/h3-5,7H,1-2H3,(H,12,13)

Standard InChI Key:  WNTGYJSOUMFZEP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 14  0  0  0  0  0  0  0  0999 V2000
   11.1924  -18.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4684  -18.9288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4544  -19.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1635  -20.1799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8883  -19.7743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8988  -18.9503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7614  -18.5038    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.5973  -20.1961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3171  -19.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0261  -20.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3279  -18.9681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0154  -21.0397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7459  -19.8117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1509  -21.0048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  7  1  0
  3  4  2  0
  5  8  1  0
  8  9  1  0
  4  5  1  0
  9 10  1  0
  2  3  1  0
  9 11  1  0
  5  6  2  0
 10 12  1  0
  6  1  1  0
 10 13  2  0
  1  2  2  0
  4 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA272942

   MECOPROP

Molecule Features

Natural Product: Yes

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: 214.65

Molecular Weight (Monoisotopic): 214.0397

AlogP: 2.50

#Rotatable Bonds: 3

Polar Surface Area: 46.53

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.47

CX Basic pKa: ┄

CX LogP: 2.98

CX LogD: -0.41

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.84

Np Likeness Score: -1.12

References

1. Shimada I, Maeno K, Kazuta K, Kubota H, Kimizuka T, Kimura Y, Hatanaka K, Naitou Y, Wanibuchi F, Sakamoto S, Tsukamoto S..  (2008)  Synthesis and structure-activity relationships of a series of substituted 2-(1H-furo[2,3-g]indazol-1-yl)ethylamine derivatives as 5-HT2C receptor agonists.,  16  (4): [PMID:18035544] [10.1016/j.bmc.2007.10.100]

2. Maillet EL, Margolskee RF, Mosinger B..  (2009)  Phenoxy herbicides and fibrates potently inhibit the human chemosensory receptor subunit T1R3.,  52  (21): [PMID:19817384] [10.1021/jm900823s]

3. PubChem BioAssay data set, 

4. PubChem BioAssay data set, 

5. Qasem JR..  (2007)  Chemical control of Prosopis farcta (Banks and Sol.) Macbride in the Jordan Valley,  26  (4): [10.1016/j.cropro.2006.04.025]

6. Settimo L, Bellman K, Knegtel RM..  (2013)  Comparison of the accuracy of experimental and predicted pKa values of basic and acidic compounds.,  [PMID:24249037] [10.1007/s11095-013-1232-z]

7. PubChem BioAssay data set, 

8. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays