(2E)-2-benzylidene-6,7-dimethyl-indan-1-one

ID: ALA5269374

Max Phase: Preclinical

Molecular Formula: C18H16O

Molecular Weight: 248.32

Names and Identifiers

Canonical SMILES:  Cc1ccc2c(c1C)C(=O)/C(=C/c1ccccc1)C2

Standard InChI:  InChI=1S/C18H16O/c1-12-8-9-15-11-16(18(19)17(15)13(12)2)10-14-6-4-3-5-7-14/h3-10H,11H2,1-2H3/b16-10+

Standard InChI Key:  GUUFGKDRGZJQMO-MHWRWJLKSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   -2.2282    0.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5136    0.5785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8016    0.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8016   -0.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5118   -1.0702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2282   -0.6622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0169   -0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0169    0.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4680   -0.2460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1966   -1.7105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2932   -0.2460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7058    0.4686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2934    1.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7054    1.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5309    1.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9427    1.1851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5345    0.4685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5118   -1.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9427   -1.0748    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
  5 18  1  0
  6 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5269374

   ---

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: 0.17

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