(Z)-2-(5-fluoro-1-(3-isopropylbenzylidene)-2-methyl-1H-inden-3-yl)acetic acid

ID: ALA4870096

PubChem CID: 164623849

Max Phase: Preclinical

Molecular Formula: C22H21FO2

Molecular Weight: 336.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=C(CC(=O)O)c2cc(F)ccc2/C1=C\c1cccc(C(C)C)c1

Standard InChI:  InChI=1S/C22H21FO2/c1-13(2)16-6-4-5-15(9-16)10-19-14(3)20(12-22(24)25)21-11-17(23)7-8-18(19)21/h4-11,13H,12H2,1-3H3,(H,24,25)/b19-10-

Standard InChI Key:  OUOLUJJUTKLZTN-GRSHGNNSSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   11.7118   -9.6313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9018   -9.7903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9812   -8.8498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2839  -10.2260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6092  -11.9017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1073  -11.2454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6323  -10.5677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8456  -10.8078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1371  -10.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4191  -10.7823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4013  -11.6108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1098  -12.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8320  -11.6322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9317  -11.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8536  -12.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2888  -13.2938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4837  -13.1084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9231  -13.7139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1633  -14.5005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9684  -14.6860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5290  -14.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7105  -10.3594    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.2110  -15.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6498  -16.0783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0152  -15.6581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  1  4  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  5 13  1  0
  8 13  2  0
  6 14  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 16 21  2  0
  5 15  2  0
 10 22  1  0
  2  7  1  0
 20 23  1  0
 23 24  1  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4870096

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 336.41

Molecular Weight (Monoisotopic): 336.1526

AlogP: 5.75

#Rotatable Bonds: 4

Polar Surface Area: 37.30

Molecular Species: ACID

HBA: 1

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.19

CX Basic pKa: ┄

CX LogP: 5.44

CX LogD: 2.40

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.77

Np Likeness Score: -0.46

References

1. Huang F, Zeng Z, Zhang W, Yan Z, Chen J, Yu L, Yang Q, Li Y, Yu H, Chen J, Wu C, Zhang XK, Su Y, Zhou H..  (2021)  Design, synthesis, and biological evaluation of novel sulindac derivatives as partial agonists of PPARγ with potential anti-diabetic efficacy.,  222  [PMID:34118723] [10.1016/j.ejmech.2021.113542]

Source

Source(1):

• Scientific Literature