2-(2-Cyclohex-1-enyl-3-methyl-benzoylamino)-indan-2-carboxylic acid

ID: ALA3715904

PubChem CID: 25159487

Max Phase: Preclinical

Molecular Formula: C24H25NO3

Molecular Weight: 375.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(C(=O)NC2(C(=O)O)Cc3ccccc3C2)c1C1=CCCCC1

Standard InChI:  InChI=1S/C24H25NO3/c1-16-8-7-13-20(21(16)17-9-3-2-4-10-17)22(26)25-24(23(27)28)14-18-11-5-6-12-19(18)15-24/h5-9,11-13H,2-4,10,14-15H2,1H3,(H,25,26)(H,27,28)

Standard InChI Key:  QQQZWHUERYOCHQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    2.5889    0.0182    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
    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
    2.7732   -7.5190    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
    1.1015   -5.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3376   -3.9047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1623   -3.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8985   -5.2276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1347   -6.5186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3652   -6.5027    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
  3  1  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
 23 24  1  0
 23 28  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3715904

   2-[[2-(Cyclohexen-1-yl)-3-methylbenzoyl]amino]-1,3-dihydroindene-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: 375.47

Molecular Weight (Monoisotopic): 375.1834

AlogP: 4.30

#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: 3.84

CX Basic pKa: ┄

CX LogP: 5.23

CX LogD: 1.98

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.84

Np Likeness Score: -0.29

References

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

Source

Source(1):

• Patent Bioactivity Data