tricladolide B

ID: ALA3581627

PubChem CID: 11673117

Max Phase: Preclinical

Molecular Formula: C13H16O4

Molecular Weight: 236.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C(/C=C/CCC/C=C/CO)C(=O)OC1=O

Standard InChI:  InChI=1S/C13H16O4/c1-10-11(13(16)17-12(10)15)8-6-4-2-3-5-7-9-14/h5-8,14H,2-4,9H2,1H3/b7-5+,8-6+

Standard InChI Key:  YYVDIYHSDASGBV-KQQUZDAGSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
    0.7500   -1.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2135    0.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2135    0.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -1.0323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3548    0.7651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4553   -2.0031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6375    0.8603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9474    2.3287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3738    2.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6837    4.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1101    4.7307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4200    6.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8464    6.6659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1563    8.1344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2968    8.5076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  4  6  2  0
  1  7  2  0
  3  8  1  0
  2  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3581627

   Tricladolide 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: 236.27

Molecular Weight (Monoisotopic): 236.1049

AlogP: 1.66

#Rotatable Bonds: 6

Polar Surface Area: 63.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.46

CX LogD: 2.46

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.33

Np Likeness Score: 2.06

References

1. Han C, Furukawa H, Tomura T, Fudou R, Kaida K, Choi BK, Imokawa G, Ojika M..  (2015)  Bioactive Maleic Anhydrides and Related Diacids from the Aquatic Hyphomycete Tricladium castaneicola.,  78  (4): [PMID:25875311] [10.1021/np500773s]

Source

Source(1):

• Scientific Literature