buddledin B

ID: ALA519046

Max Phase: Preclinical

Molecular Formula: C15H22O2

Molecular Weight: 234.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1CC/C=C(\C)C(=O)[C@H](O)[C@@H]2[C@@H]1CC2(C)C

Standard InChI:  InChI=1S/C15H22O2/c1-9-6-5-7-10(2)13(16)14(17)12-11(9)8-15(12,3)4/h7,11-12,14,17H,1,5-6,8H2,2-4H3/b10-7+/t11-,12+,14-/m1/s1

Standard InChI Key:  AXGJIHAKGFPXOX-BFRHVZAJSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   13.9016   -1.1601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8901   -0.3361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1747    0.0638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1976   -1.5844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4775   -1.1800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2027   -0.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6962   -1.4449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1831   -0.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1646    0.8838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4527   -2.2281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6791   -0.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4710   -0.3521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7130    0.4398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9211    0.6818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3826   -0.7943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3357    1.2662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3257    1.3946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9629    0.3009    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8865   -0.9293    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0
  1  2  1  0
  1  4  1  0
 11  6  1  0
 12 13  1  0
 13 14  1  0
 14 11  1  0
  6  7  1  0
  6 15  1  6
  7  5  1  0
  2  3  1  0
  5  8  1  0
  3 12  1  0
 14 16  1  0
  3  9  2  0
 14 17  1  0
  5  4  2  0
 11 18  1  6
  7 10  2  0
 12 19  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA519046

   BUDDLEDIN B

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: 234.34

Molecular Weight (Monoisotopic): 234.1620

AlogP: 2.88

#Rotatable Bonds: ┄

Polar Surface Area: 37.30

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.12

CX Basic pKa: ┄

CX LogP: 3.06

CX LogD: 3.06

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.65

Np Likeness Score: 3.25

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]

2. Ito H, Onoue S, Miyake Y, Yoshida T..  (1999)  Iridal-type triterpenoids with ichthyotoxic activity from belamcanda chinensis,  62  (1): [PMID:9917289] [10.1021/np980271b]

3. Liao YH, Houghton PJ, Hoult JR..  (1999)  Novel and known constituents from Buddleja species and their activity against leukocyte eicosanoid generation.,  62  (9): [PMID:10514305] [10.1021/np990092+]

Source

Source(1):

• Scientific Literature