8alpha-Isopropyl-1,2-dimethyl-4-hydroxy-6,7,9-trihydronaphthalene

ID: ALA2271438

PubChem CID: 76326935

Max Phase: Preclinical

Molecular Formula: C15H22O

Molecular Weight: 218.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(O)c2c(c1C)C[C@H](C(C)C)CC2

Standard InChI:  InChI=1S/C15H22O/c1-9(2)12-5-6-13-14(8-12)11(4)10(3)7-15(13)16/h7,9,12,16H,5-6,8H2,1-4H3/t12-/m1/s1

Standard InChI Key:  QSJUMAYYXBHHJD-GFCCVEGCSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   15.6862  -14.0490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6850  -14.8686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3931  -15.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3913  -13.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0999  -14.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0988  -14.8661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8049  -15.2751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5168  -14.8681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5180  -14.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8073  -13.6339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3888  -12.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9784  -13.6406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3948  -16.0947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2267  -13.6406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9334  -14.0509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2287  -12.8234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  4 11  1  0
  1 12  1  0
  3 13  1  0
  9 14  1  6
 14 15  1  0
 14 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2271438

   (6R)-3,4-dimethyl-6-propan-2-yl-5,6,7,8-tetrahydronaphthalen-1-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: 218.34

Molecular Weight (Monoisotopic): 218.1671

AlogP: 3.77

#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: 10.79

CX Basic pKa: ┄

CX LogP: 5.17

CX LogD: 5.17

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.76

Np Likeness Score: 1.11

References

1. Zhu BC, Henderson G, Sauer AM, Crowe W, Laine RA..  (2010)  Structural requirements for repellency: norsesquiterpenes and sesquiterpenoid derivatives of nootkatone against the Formosan subterranean termite (Isoptera: Rhinotermitidae).,  66  (8): [PMID:20602525] [10.1002/ps.1956]

Source

Source(1):

• Scientific Literature