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

ID: ALA2269812

PubChem CID: 11077132

Max Phase: Preclinical

Molecular Formula: C17H22O4

Molecular Weight: 290.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@@]1(C)CCC[C@]2(C)C3=CC(=O)OCC3=CC[C@@H]12

Standard InChI:  InChI=1S/C17H22O4/c1-16-7-4-8-17(2,15(19)20-3)13(16)6-5-11-10-21-14(18)9-12(11)16/h5,9,13H,4,6-8,10H2,1-3H3/t13-,16-,17+/m1/s1

Standard InChI Key:  XFNUWBUOHKXGNP-XYPHTWIQSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   18.1093   -4.9798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7004   -5.6886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5217   -5.6890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4039   -3.7561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4039   -4.5733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1093   -3.3412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8188   -3.7561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8204   -4.5733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5244   -4.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2377   -4.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5253   -3.3427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2356   -3.7562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9470   -3.3545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9535   -2.5286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2433   -2.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5225   -2.5193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2476   -1.2939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8119   -2.9348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1086   -6.4021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3389   -5.6894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2914   -6.4017    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  2  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:

   

   ALA2269812

   methyl (6aR,7S,10aS)-7,10a-dimethyl-2-oxo-4,6,6a,8,9,10-hexahydrobenzo[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: 290.36

Molecular Weight (Monoisotopic): 290.1518

AlogP: 2.79

#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: 2.76

CX LogD: 2.76

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.70

Np Likeness Score: 2.79

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