(6aR,7S,10aS)-methyl 7,10a-dimethyl-2-oxo-2,4,5,6,6a,7,8,9,10,10a-decahydro-1H-benzo[f]isochromene-7-carboxylate

ID: ALA2269815

PubChem CID: 11748360

Max Phase: Preclinical

Molecular Formula: C17H24O4

Molecular Weight: 292.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@@]1(C)CCC[C@]2(C)C3=C(CC[C@@H]12)COC(=O)C3

Standard InChI:  InChI=1S/C17H24O4/c1-16-7-4-8-17(2,15(19)20-3)13(16)6-5-11-10-21-14(18)9-12(11)16/h13H,4-10H2,1-3H3/t13-,16-,17+/m1/s1

Standard InChI Key:  IKRQEVWMISTDNN-XYPHTWIQSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    3.2023   -5.3695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7934   -6.0812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6148   -6.0815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4928   -4.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4928   -4.9651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2023   -3.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9117   -4.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9127   -4.9651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6211   -5.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3331   -4.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6191   -3.7279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3316   -4.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0450   -3.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0521   -2.9140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3395   -2.4995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6199   -2.9052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3451   -1.6782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9044   -3.3224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2018   -6.7932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4361   -6.0817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3805   -6.7929    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
 10 12  1  0
 11 12  2  0
 11 16  1  0
 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:

   

   ALA2269815

   methyl (6aR,7S,10aS)-7,10a-dimethyl-2-oxo-1,4,5,6,6a,8,9,10-octahydrobenzo[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: 292.38

Molecular Weight (Monoisotopic): 292.1675

AlogP: 3.01

#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: 2.52

CX LogD: 2.52

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.55

Np Likeness Score: 2.83

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