(10S,11S,15aS)-10-methoxy-3,6,10,14-tetramethyl-2,4,5,8,9,10,11,12,13,15a-decahydrocyclotetradeca[b]furan-11-ol

ID: ALA1084266

PubChem CID: 24950832

Max Phase: Preclinical

Molecular Formula: C21H34O3

Molecular Weight: 334.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO[C@@]1(C)CC/C=C(\C)CCC2=C(C)CO[C@H]2/C=C(\C)CC[C@@H]1O

Standard InChI:  InChI=1S/C21H34O3/c1-15-7-6-12-21(4,23-5)20(22)11-9-16(2)13-19-18(10-8-15)17(3)14-24-19/h7,13,19-20,22H,6,8-12,14H2,1-5H3/b15-7+,16-13+/t19-,20-,21-/m0/s1

Standard InChI Key:  LRMBVPPNMSRMSA-HJJBTCMOSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   13.8229    0.5097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8183   -0.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9678    0.5157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9678   -0.3103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6793   -0.7211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6793    0.9311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3954    0.5157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3919   -0.3103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1016   -0.7242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1086    0.9280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5265   -0.7379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5405    0.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2557    0.4975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2472   -0.3274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0291   -0.5905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5209    0.0719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0429    0.7442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3836    1.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2558    0.1095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5464    0.5239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6782    1.7527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8159   -0.3103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1005   -1.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4312   -1.2962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2490    1.3236    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 14  1  0
 13 12  1  0
 13 14  1  0
  7  6  1  0
  1  2  1  0
  3  4  1  0
  3  6  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 13  1  0
  7 10  1  0
  3 18  1  1
  8  9  2  0
  3 19  1  0
  9 22  1  0
 19 20  1  0
  1 10  1  0
  6 21  1  1
  4  5  1  0
  5  8  1  0
  9 23  1  0
  1 12  2  0
 15 24  1  0
 22 11  1  0
 13 25  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA1084266

   (6E,10S,11S,14E,15aS)-10-methoxy-3,6,10,14-tetramethyl-4,5,8,9,11,12,13,15a-octahydro-2H-cyclotetradeca[b]furan-11-ol

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: 334.50

Molecular Weight (Monoisotopic): 334.2508

AlogP: 4.71

#Rotatable Bonds: 1

Polar Surface Area: 38.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.99

CX Basic pKa: ┄

CX LogP: 3.82

CX LogD: 3.82

Aromatic Rings: ┄

Heavy Atoms: 24

QED Weighted: 0.71

Np Likeness Score: 3.00

References

1. Allen JG, Fotsch C, Babij P..  (2010)  Emerging targets in osteoporosis disease modification.,  53  (11): [PMID:20218623] [10.1021/jm9018756]

Source

Source(1):

• Scientific Literature