(2E)-2-benzylidene-4,7-dimethyl-indan-1-one

ID: ALA5270720

Max Phase: Preclinical

Molecular Formula: C18H16O

Molecular Weight: 248.32

Names and Identifiers

Canonical SMILES:  Cc1ccc(C)c2c1C/C(=C\c1ccccc1)C2=O

Standard InChI:  InChI=1S/C18H16O/c1-12-8-9-13(2)17-16(12)11-15(18(17)19)10-14-6-4-3-5-7-14/h3-10H,11H2,1-2H3/b15-10+

Standard InChI Key:  RUTSTIXDRLTLKM-XNTDXEJSSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   -2.5855    0.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8709    0.5785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1589    0.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1589   -0.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8690   -1.0702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5855   -0.6622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3742   -0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3742    0.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1107   -0.2460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1606   -1.7105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9359   -0.2460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3485    0.4686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9361    1.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3481    1.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1736    1.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5855    1.1851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1772    0.4685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8709    1.4037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8690   -1.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  4  7  1  0
  3  8  1  0
  8  9  1  0
  9  7  1  0
  7 10  2  0
  9 11  2  0
 11 12  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
 12 17  1  0
  2 18  1  0
  5 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5270720

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 248.32

Molecular Weight (Monoisotopic): 248.1201

AlogP: 4.13

#Rotatable Bonds: 1

Polar Surface Area: 17.07

Molecular Species: ┄

HBA: 1

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.92

CX LogD: 4.92

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.69

Np Likeness Score: 0.04

References

1. Lazinski LM, Royal G, Robin M, Maresca M, Haudecoeur R..  (2022)  Bioactive Aurones, Indanones, and Other Hemiindigoid Scaffolds: Medicinal Chemistry and Photopharmacology Perspectives.,  65  (19.0): [PMID:36126323] [10.1021/acs.jmedchem.2c01150]

Source

Source(1):

• Scientific Literature