(R)-2-((R)-7-hydroxy-5,8-dimethyl-1,2,3,4-tetrahydronapthalen-2-yl)propanoic acid

ID: ALA4072193

PubChem CID: 137639479

Max Phase: Preclinical

Molecular Formula: C15H20O3

Molecular Weight: 248.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(O)c(C)c2c1CC[C@@H]([C@@H](C)C(=O)O)C2

Standard InChI:  InChI=1S/C15H20O3/c1-8-6-14(16)10(3)13-7-11(4-5-12(8)13)9(2)15(17)18/h6,9,11,16H,4-5,7H2,1-3H3,(H,17,18)/t9-,11-/m1/s1

Standard InChI Key:  LZCCKQSDOYORKS-MWLCHTKSSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   16.1351   -2.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1340   -3.7355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8487   -4.1483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8469   -2.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5624   -2.9045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5612   -3.7376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2780   -4.1528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0006   -3.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0018   -2.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2804   -2.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7139   -4.1541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7116   -4.9791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4294   -3.7436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1428   -4.1581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4318   -2.9187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8484   -4.9733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4193   -4.1473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8445   -1.6704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9947   -4.5622    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  6
 11 13  1  0
 13 14  1  0
 13 15  2  0
  3 16  1  0
  2 17  1  0
  4 18  1  0
  8 19  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4072193

   ---

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: 248.32

Molecular Weight (Monoisotopic): 248.1412

AlogP: 2.83

#Rotatable Bonds: 2

Polar Surface Area: 57.53

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.58

CX Basic pKa: ┄

CX LogP: 4.10

CX LogD: 1.36

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.85

Np Likeness Score: 1.05

References

1. Chinthakindi PK, Singh J, Gupta S, Nargotra A, Mahajan P, Kaul A, Ahmed Z, Koul S, Sangwan PL..  (2017)  Synthesis of α-santonin derivatives for diminutive effect on T and B-cell proliferation and their structure activity relationships.,  127  [PMID:27847171] [10.1016/j.ejmech.2016.11.018]

Source

Source(1):

• Scientific Literature