(4aR,6aR,7S,10aR,10bS)-methyl 7,10a-dimethyl-2-oxododecahydro-1H-benzo[f]isochromene-7-carboxylate

ID: ALA2269813

PubChem CID: 15479288

Max Phase: Preclinical

Molecular Formula: C17H26O4

Molecular Weight: 294.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@@]1(C)CCC[C@@]2(C)[C@H]1CC[C@H]1COC(=O)C[C@@H]12

Standard InChI:  InChI=1S/C17H26O4/c1-16-7-4-8-17(2,15(19)20-3)13(16)6-5-11-10-21-14(18)9-12(11)16/h11-13H,4-10H2,1-3H3/t11-,12-,13+,16+,17-/m0/s1

Standard InChI Key:  LQGXGLODDYOHJI-HNKZQRQQSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   12.4179   -5.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0089   -5.8455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8302   -5.8459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7124   -3.9129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7124   -4.7301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4179   -3.4981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1274   -3.9129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1290   -4.7301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8329   -5.1381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5463   -4.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8339   -3.4995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5441   -3.9130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2556   -3.5113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2621   -2.6855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5519   -2.2720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8310   -2.6762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5562   -1.4507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1205   -3.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4172   -6.5589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6474   -5.8463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6000   -6.5585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  1  3  1  1
  4  5  1  0
  4  6  1  0
  5  1  1  0
  1  8  1  0
  7  6  1  0
  7  8  1  0
  7 11  1  0
  8  9  1  1
  9 10  1  0
 12 10  1  6
 11 12  1  0
 11 16  1  1
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
  7 18  1  1
  3 19  1  0
  3 20  2  0
 19 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2269813

   methyl (4aR,6aR,7S,10aR,10bS)-7,10a-dimethyl-2-oxo-1,4,4a,5,6,6a,8,9,10,10b-decahydrobenzo[f]isochromene-7-carboxylate

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: 294.39

Molecular Weight (Monoisotopic): 294.1831

AlogP: 2.95

#Rotatable Bonds: 1

Polar Surface Area: 52.60

Molecular Species: ┄

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.90

CX LogD: 2.90

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.70

Np Likeness Score: 2.63

References

1. Macías FA, Simonet AM, Pacheco PC, Barrero AF, Cabrera E, Jiménez-González D..  (2000)  Natural and synthetic podolactones with potential use as natural herbicide models.,  48  (7): [PMID:10898656] [10.1021/jf990321y]

Source

Source(1):

• Scientific Literature