(41R,5aR,6aR,7S,10aS)-methyl 7,10a-dimethyl-2-oxo-2,4,5a,6,6a,7,8,9,10,10a-decahydrobenzo[f]oxireno[2,3-i]isochromene-7-carboxylate

ID: ALA2269808

PubChem CID: 76330495

Max Phase: Preclinical

Molecular Formula: C17H22O5

Molecular Weight: 306.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@@]1(C)CCC[C@]2(C)C3=CC(=O)OC[C@]34O[C@@H]4C[C@@H]12

Standard InChI:  InChI=1S/C17H22O5/c1-15-5-4-6-16(2,14(19)20-3)10(15)7-12-17(22-12)9-21-13(18)8-11(15)17/h8,10,12H,4-7,9H2,1-3H3/t10-,12-,15+,16+,17+/m1/s1

Standard InChI Key:  RNGNTLDUTPZCSN-QNDGTLDXSA-N

Molfile:  

     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   12.6617  -12.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2540  -13.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0746  -13.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9586  -11.2822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9586  -12.0965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6617  -10.8697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3711  -11.2822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3735  -12.0965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0744  -12.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0759  -10.8678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4944  -10.8815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5001  -10.0582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7897   -9.6437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0715  -10.0482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7962   -8.8273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3647  -10.4616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6607  -13.9241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8889  -13.2100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7821  -11.2823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7882  -12.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4907  -11.6877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8435  -13.9229    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 10  1  0
  8  9  1  1
 20  9  1  6
 10 19  1  0
 10 14  2  0
 19 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
  7 16  1  1
  3 17  1  0
  3 18  2  0
 20 19  1  0
 21 20  1  0
 19 21  1  6
 17 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2269808

   methyl (1R,3R,5R,6S,10S)-6,10-dimethyl-13-oxo-2,14-dioxatetracyclo[9.4.0.01,3.05,10]pentadec-11-ene-6-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: 306.36

Molecular Weight (Monoisotopic): 306.1467

AlogP: 2.00

#Rotatable Bonds: 1

Polar Surface Area: 65.13

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.24

CX LogD: 2.24

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.55

Np Likeness Score: 3.08

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