(1R)-2,2-dimethyl-1-[(1R,2S,7S,8S,9S)-3,3,7-trimethyltricyclo[5.4.0.02,9]undec-8-yl]propan-1-ol

ID: ALA2448549

Max Phase: Preclinical

Molecular Formula: C19H34O

Molecular Weight: 278.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)[C@H](O)[C@H]1[C@H]2CC[C@@H]3[C@H]2C(C)(C)CCC[C@]13C

Standard InChI:  InChI=1S/C19H34O/c1-17(2,3)16(20)15-12-8-9-13-14(12)18(4,5)10-7-11-19(13,15)6/h12-16,20H,7-11H2,1-6H3/t12-,13+,14-,15+,16+,19-/m0/s1

Standard InChI Key:  LMJXVUUPTOQKFE-MXRIDLRBSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  1  0  0  0  0  0999 V2000
   -2.5307   -1.0355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8952   -1.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4442    0.1514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1522   -0.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6629   -0.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1876   -0.3149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3275   -1.3730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5447   -1.0720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6849   -1.9557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1594   -1.8184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2526   -2.5543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5342   -2.7668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4352    0.6277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9438   -1.9215    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5655   -0.1741    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8284    0.7005    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6648    0.9464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4635    1.1529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0866    1.5349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2623    1.3593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2571    1.9516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6700    0.3541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9426   -0.5118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5497    0.0468    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  4  2  1  0
 23  1  1  0
 23  7  1  0
  3  5  1  0
 23  3  1  0
  4  5  1  0
  5  6  1  0
  7  4  1  0
  6  8  1  0
  7  9  1  0
  8 10  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
  5 13  1  6
  7 14  1  6
  4 15  1  6
  3 16  1  1
  3 17  1  0
 17 18  1  0
 17 19  1  6
 18 20  1  0
 18 21  1  0
 18 22  1  0
 23 24  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA2448549

   ---

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: 278.48

Molecular Weight (Monoisotopic): 278.2610

AlogP: 4.88

#Rotatable Bonds: 1

Polar Surface Area: 20.23

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.83

CX LogD: 4.83

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.72

Np Likeness Score: 2.20

References

1. Bichlmaier I, Kurkela M, Joshi T, Siiskonen A, Rüffer T, Lang H, Suchanova B, Vahermo M, Finel M, Yli-Kauhaluoma J..  (2007)  Isoform-selective inhibition of the human UDP-glucuronosyltransferase 2B7 by isolongifolol derivatives.,  50  (11): [PMID:17474732] [10.1021/jm061204e]

Source

Source(1):

• Scientific Literature