2-(5,7-dichloro-1H-indol-3-yl)-2-methylpropanoic acid

ID: ALA2286174

PubChem CID: 14535951

Max Phase: Preclinical

Molecular Formula: C12H11Cl2NO2

Molecular Weight: 272.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C(=O)O)c1c[nH]c2c(Cl)cc(Cl)cc12

Standard InChI:  InChI=1S/C12H11Cl2NO2/c1-12(2,11(16)17)8-5-15-10-7(8)3-6(13)4-9(10)14/h3-5,15H,1-2H3,(H,16,17)

Standard InChI Key:  WDEYUKPYAMOHRF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   13.0838  -12.2754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3034  -13.0741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4776  -13.0738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6641  -13.5074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8449  -14.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1335  -13.7134    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.2694  -14.1193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3621  -12.1155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0523  -13.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5579  -15.3629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5560  -13.7130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5577  -16.1864    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.8461  -14.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0602  -15.1957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5436  -14.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2743  -14.9442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1077  -12.9015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9  2  1  0
 13  5  2  0
  9  7  1  0
  2  1  1  0
  2 17  1  0
 17  4  1  0
 11 13  1  0
  5 10  1  0
 10 16  2  0
  7 11  2  0
  2  3  1  0
 17  8  2  0
  7 16  1  0
 15  9  2  0
 13  6  1  0
 14 15  1  0
 10 12  1  0
 16 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2286174

   2-(5,7-dichloro-1H-indol-3-yl)-2-methylpropanoic 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: 272.13

Molecular Weight (Monoisotopic): 271.0167

AlogP: 3.84

#Rotatable Bonds: 2

Polar Surface Area: 53.09

Molecular Species: ACID

HBA: 1

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.95

CX Basic pKa: ┄

CX LogP: 4.02

CX LogD: 0.83

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.87

Np Likeness Score: -0.42

References

1. KATO Y, KATAYAMA M, MARUMO S.  (2001)  Synthesis of 2-(5, 7-Difluoro-3-indolyl)-propionic Acid (5, 7-F2-IPA) and 2-(5, 7-Difluoro-3-indolyl)isobutyric Acid (5, 7-F2-IIBA) and Their Respective Auxin and Antiauxin Activities,  26  (3): [10.1584/jpestics.26.266]

Source

Source(1):

• Scientific Literature