isoshinanolone

ID: ALA1094242

PubChem CID: 46888858

Max Phase: Preclinical

Molecular Formula: C11H12O3

Molecular Weight: 192.21

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Isoshinanolone | CHEMBL1094242|(3S,4S)-4,8-dihydroxy-3-methyl-tetralin-1-one

Canonical SMILES:  C[C@H]1CC(=O)c2c(O)cccc2[C@H]1O

Standard InChI:  InChI=1S/C11H12O3/c1-6-5-9(13)10-7(11(6)14)3-2-4-8(10)12/h2-4,6,11-12,14H,5H2,1H3/t6-,11-/m0/s1

Standard InChI Key:  YUPNHTWYVBHLMG-KGFZYKRKSA-N

Molfile:  

     RDKit          2D

 14 15  0  0  0  0  0  0  0  0999 V2000
    7.1152    1.5209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1141    0.6935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8289    0.2806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8271    1.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5425    1.5245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5432    0.6977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2585    0.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9736    0.7015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9688    1.5314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2529    1.9387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8308   -0.5444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2603   -0.5383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6807    1.9483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2485    2.7636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
  1  2  2  0
  7  8  1  0
  5  4  2  0
  8  9  1  0
  4  1  1  0
  9 10  1  0
 10  5  1  0
  3 11  1  0
  2  3  1  0
  7 12  2  0
  5  6  1  0
  9 13  1  1
  3  6  2  0
 10 14  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA1094242

   ISOSHINANOLONE

Molecule Features

Natural Product: Yes

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: 192.21

Molecular Weight (Monoisotopic): 192.0786

AlogP: 1.65

#Rotatable Bonds: ┄

Polar Surface Area: 57.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.60

CX Basic pKa: ┄

CX LogP: 1.76

CX LogD: 1.74

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.66

Np Likeness Score: 1.99

References

1. Sreelatha T, Hymavathi A, Murthy JM, Rani PU, Rao JM, Babu KS..  (2010)  Bioactivity-guided isolation of mosquitocidal constituents from the rhizomes of Plumbago capensis Thunb.,  20  (9): [PMID:20347303] [10.1016/j.bmcl.2010.02.107]

Source

Source(1):

• Scientific Literature