1,7,7-Trimethyl-bicyclo[2.2.1]heptan-2-ol

ID: ALA3186705

Cas Number: 464-45-9

PubChem CID: 1201518

Product Number: B424092, Order Now?

Max Phase: Preclinical

Molecular Formula: C10H18O

Molecular Weight: 154.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)[C@H]2CC[C@]1(C)[C@H](O)C2

Standard InChI:  InChI=1S/C10H18O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7-8,11H,4-6H2,1-3H3/t7-,8+,10+/m0/s1

Standard InChI Key:  DTGKSKDOIYIVQL-QXFUBDJGSA-N

Molfile:  

     RDKit          2D

 11 12  0  0  1  0  0  0  0  0999 V2000
    2.6892   -1.7022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2397   -1.2074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1106   -0.3926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0272   -1.5947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0814   -1.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2581   -1.5947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8690   -2.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6350   -0.8820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4571   -0.0753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7184    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  6
  2  3  1  1
  2  5  1  0
  2  6  1  0
  2  9  1  0
  4  3  1  6
  3 10  1  0
  3 11  1  0
  4  7  1  0
  4  8  1  0
  5  7  1  0
  6  8  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3186705

   (-)-Borneol

Molecule Features

Natural Product: Yes

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: 154.25

Molecular Weight (Monoisotopic): 154.1358

AlogP: 2.19

#Rotatable Bonds: ┄

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: 1.99

CX LogD: 1.99

Aromatic Rings: ┄

Heavy Atoms: 11

QED Weighted: 0.57

Np Likeness Score: 2.54

References

1. Smith PA, Sorich MJ, McKinnon RA, Miners JO..  (2003)  Pharmacophore and quantitative structure-activity relationship modeling: complementary approaches for the rationalization and prediction of UDP-glucuronosyltransferase 1A4 substrate selectivity.,  46  (9): [PMID:12699380] [10.1021/jm020397c]

2. Tukey RH, Strassburg CP..  (2000)  Human UDP-glucuronosyltransferases: metabolism, expression, and disease.,  40  (1): [PMID:10836148] [10.1146/annurev.pharmtox.40.1.581]

3. Tabanca N, Demirci B, Baser KH, Aytac Z, Ekici M, Khan SI, Jacob MR, Wedge DE..  (2006)  Chemical composition and antifungal activity of Salvia macrochlamys and Salvia recognita essential oils.,  54  (18): [PMID:16939314] [10.1021/jf0608773]

4. PubChem BioAssay data set, 

5. PubChem BioAssay data set, 

6. Kononova AA, Sokolova AS, Cheresiz SV, Yarovaya OI, Nikitina RA, Chepurnov AA, Pokrovsky AG, Salakhutdinov NF..  (2017)  N-Heterocyclic borneol derivatives as inhibitors of Marburg virus glycoprotein-mediated VSIV pseudotype entry.,  8  (12): [PMID:30108738] [10.1039/C7MD00424A]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays