2-[2-(2-Methyl-propenyl)-3-trifluoromethyl-benzoylamino]-indan-2-carboxylic acid

ID: ALA3717912

PubChem CID: 68588620

Max Phase: Preclinical

Molecular Formula: C22H20F3NO3

Molecular Weight: 403.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)=Cc1c(C(=O)NC2(C(=O)O)Cc3ccccc3C2)cccc1C(F)(F)F

Standard InChI:  InChI=1S/C22H20F3NO3/c1-13(2)10-17-16(8-5-9-18(17)22(23,24)25)19(27)26-21(20(28)29)11-14-6-3-4-7-15(14)12-21/h3-10H,11-12H2,1-2H3,(H,26,27)(H,28,29)

Standard InChI Key:  DYXHQOILPANHKB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.7138    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8638   -6.4609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6020   -5.1551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8404   -3.8629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3404   -3.8764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5809   -2.5819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3214   -1.2765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3809   -2.5907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3030    1.3236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6951    2.3582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5030    1.3331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3638   -6.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6022   -5.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6252   -7.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1014   -5.1989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2339   -8.8150    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.4252   -7.7913    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.0341   -8.8252    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.3647   -6.5064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8353   -6.5197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9758   -7.5391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2 18  1  0
 17  3  1  0
  1  3  1  0
 14  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7 15  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  9  1  1  0
  1 11  1  0
 11 12  1  0
 11 13  2  0
 14 15  1  0
 14 16  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 15 23  1  0
 16 24  1  0
 16 25  1  0
 16 26  1  0
 23 27  2  0
 27 28  1  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3717912

   2-[2-(2-Methyl-propenyl)-3-trifluoromethyl-benzoylamino]-indan-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: 403.40

Molecular Weight (Monoisotopic): 403.1395

AlogP: 4.48

#Rotatable Bonds: 4

Polar Surface Area: 66.40

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.98

CX Basic pKa: ┄

CX LogP: 5.11

CX LogD: 1.94

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.79

Np Likeness Score: -0.42

References

1.  (2010)  Substituted benzoylamino-indan-2-carboxylic acids and related compounds, 

Source

Source(1):

• Patent Bioactivity Data