deoxybuddlejone

ID: ALA506233

PubChem CID: 10334095

Max Phase: Preclinical

Molecular Formula: C20H28O

Molecular Weight: 284.44

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Deoxybuddlejone | deoxybuddlejone|CHEMBL506233

Canonical SMILES:  CC(C)C1=CC=C2C(=CC[C@H]3C(C)(C)CCC[C@]23C)C1=O

Standard InChI:  InChI=1S/C20H28O/c1-13(2)14-7-9-16-15(18(14)21)8-10-17-19(3,4)11-6-12-20(16,17)5/h7-9,13,17H,6,10-12H2,1-5H3/t17-,20+/m0/s1

Standard InChI Key:  LIYZCWXRVNEQMR-FXAWDEMLSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    0.4149    0.9873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4149    0.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1279   -0.2489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1279    1.4021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8408    0.9873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8419    0.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5539   -0.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2654    0.1636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5518    1.4012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2662    0.9884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9810    1.3985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9835    2.2270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2650    2.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5482    2.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6958    0.9866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6996    2.6406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4144    2.2247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7010    3.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8335    1.8127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8376   -0.6596    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7052   -0.9624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5307   -0.9624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
  1  2  1  0
  1  4  1  0
  9 14  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  2  3  1  0
 11 15  2  0
  5  9  1  0
 12 16  1  0
  6  7  1  0
 16 17  1  0
  7  8  1  0
 16 18  1  0
  8 10  2  0
  5 19  1  1
  9 10  1  0
  6 20  1  6
  3  6  1  0
  3 21  1  0
  5  4  1  0
  3 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA506233

   DEOXYBUDDLEJONE

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: 284.44

Molecular Weight (Monoisotopic): 284.2140

AlogP: 5.24

#Rotatable Bonds: 1

Polar Surface Area: 17.07

Molecular Species: NEUTRAL

HBA: 1

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.20

CX LogD: 5.20

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.64

Np Likeness Score: 2.81

References

1. Mensah AY, Houghton PJ, Bloomfield S, Vlietinck A, Vanden Berghe D..  (2000)  Known and novel terpenes from Buddleja globosa displaying selective antifungal activity against dermatophytes.,  63  (9): [PMID:11000021] [10.1021/np0001023]

Source

Source(1):

• Scientific Literature