isoplumbagolone

ID: ALA1095679

PubChem CID: 46888859

Max Phase: Preclinical

Molecular Formula: C11H12O3

Molecular Weight: 192.21

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Isoplumbagolone | isoplumbagolone|CHEMBL1095679

Canonical SMILES:  C[C@H]1C[C@H](O)c2cccc(O)c2C1=O

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

Standard InChI Key:  LTCYDYCPYAZYFF-RCOVLWMOSA-N

Molfile:  

     RDKit          2D

 14 15  0  0  0  0  0  0  0  0999 V2000
   13.2986    1.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2974    0.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0122    0.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0104    1.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7258    1.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7266    0.6060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4419    0.1950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1569    0.6098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1521    1.4398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4362    1.8470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0141   -0.6360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4436   -0.6300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4319    2.6720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8730    0.2001    0.0000 C   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
 10 13  1  1
  3  6  2  0
  8 14  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA1095679

   ISOPLUMBAGOLONE

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: 8.59

CX Basic pKa: ┄

CX LogP: 1.94

CX LogD: 1.91

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.66

Np Likeness Score: 1.89

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