(R)-Indanofan

ID: ALA2287702

PubChem CID: 11151993

Max Phase: Preclinical

Molecular Formula: C20H17ClO3

Molecular Weight: 340.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC1(C[C@@]2(c3cccc(Cl)c3)CO2)C(=O)c2ccccc2C1=O

Standard InChI:  InChI=1S/C20H17ClO3/c1-2-19(17(22)15-8-3-4-9-16(15)18(19)23)11-20(12-24-20)13-6-5-7-14(21)10-13/h3-10H,2,11-12H2,1H3/t20-/m0/s1

Standard InChI Key:  PMAAYIYCDXGUAP-FQEVSTJZSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   20.9127   -4.4120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2069   -4.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2059   -4.8189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1608   -3.9786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1597   -4.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8677   -5.2071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8659   -3.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5745   -3.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5748   -4.7982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3578   -5.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8415   -4.3862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3574   -3.7205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6096   -2.9432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6105   -5.8295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2453   -5.0889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0625   -5.0905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4186   -3.8012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8987   -3.5703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6144   -3.9563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3058   -3.5239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2770   -2.7074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5511   -2.3251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8628   -2.7598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5190   -1.5086    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  1  3  1  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  8  1  0
 12 13  2  0
 10 14  2  0
 11 15  1  0
 15 16  1  0
 11 17  1  0
 17  2  1  0
  2 18  1  1
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2287702

   (R)-INDANOFAN

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: 340.81

Molecular Weight (Monoisotopic): 340.0866

AlogP: 4.43

#Rotatable Bonds: 4

Polar Surface Area: 46.67

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.54

CX LogD: 4.54

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.61

Np Likeness Score: 0.26

References

1. Kato S, Tanaka A, Watanabe H, Sato Y, Ikeda Y, Boger P, Wakabayashi K.  (2005)  Inhibitory Activity of Indanofan and Its Enantiomers on Biosynthesis of Very-Long-Chain Fatty Acids,  30  (1): [10.1584/jpestics.30.7]

Source

Source(1):

• Scientific Literature