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

ID: ALA2269814

PubChem CID: 76315913

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)[C@H]1CC=C1COC(=O)C[C@@H]12

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/h5,12-13H,4,6-10H2,1-3H3/t12-,13+,16+,17-/m0/s1

Standard InChI Key:  GEKLPNFOWRMMMI-IXKJSCDLSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    8.2906   -4.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8817   -5.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7030   -5.7055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5852   -3.7726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5852   -4.5898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2906   -3.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0002   -3.7726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0017   -4.5898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7057   -4.9977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4190   -4.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7067   -3.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4169   -3.7727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1283   -3.3710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1349   -2.5451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4246   -2.1317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7038   -2.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4289   -1.3104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9932   -2.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2899   -6.4186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5202   -5.7059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4728   -6.4182    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  2  0
 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:

   

   ALA2269814

   methyl (6aR,7S,10aR,10bR)-7,10a-dimethyl-2-oxo-1,4,6,6a,8,9,10,10b-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: 2.87

#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: 2.57

CX LogD: 2.57

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.55

Np Likeness Score: 2.82

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