cowanin

ID: ALA458845

Chembl Id: CHEMBL458845

PubChem CID: 11754819

Max Phase: Preclinical

Molecular Formula: C29H34O6

Molecular Weight: 478.59

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Cowanin | cowanin|CHEMBL458845|BDBM50370158|NSC752810|NSC-752810

Canonical SMILES:  COc1c(O)cc2oc3cc(O)c(CC=C(C)C)c(O)c3c(=O)c2c1C/C=C(\C)CCC=C(C)C

Standard InChI:  InChI=1S/C29H34O6/c1-16(2)8-7-9-18(5)11-13-20-25-23(15-22(31)29(20)34-6)35-24-14-21(30)19(12-10-17(3)4)27(32)26(24)28(25)33/h8,10-11,14-15,30-32H,7,9,12-13H2,1-6H3/b18-11+

Standard InChI Key:  GVDDDYKLKUMEGV-WOJGMQOQSA-N

Alternative Forms

1. Parent:

   

   ALA458845

   COWANIN

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: 478.59

Molecular Weight (Monoisotopic): 478.2355

AlogP: 6.82

#Rotatable Bonds: 8

Polar Surface Area: 100.13

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.24

CX Basic pKa: ┄

CX LogP: 7.66

CX LogD: 7.20

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.24

Np Likeness Score: 2.09

References

1. Ito C, Itoigawa M, Takakura T, Ruangrungsi N, Enjo F, Tokuda H, Nishino H, Furukawa H..  (2003)  Chemical constituents of Garcinia fusca: structure elucidation of eight new xanthones and their cancer chemopreventive activity.,  66  (2): [PMID:12608849] [10.1021/np020290s]

2. Yang K, Nong K, Gu Q, Dong J, Wang J..  (2018)  Discovery of N-hydroxy-3-alkoxybenzamides as direct acid sphingomyelinase inhibitors using a ligand-based pharmacophore model.,  151  [PMID:29649738] [10.1016/j.ejmech.2018.03.065]

3. Klein-Júnior LC, Corrêa R, Vander Heyden Y, Cechinel Filho V..  (2019)  All that glitters is not gold: Panning cytotoxic natural products and derivatives with a fused tricyclic backbone by the estimation of their leadlikeness for cancer treatment.,  166  [PMID:30684866] [10.1016/j.ejmech.2019.01.028]

4. Raksat A, Phukhatmuen P, Yang J, Maneerat W, Charoensup R, Andersen RJ, Wang YA, Pyne SG, Laphookhieo S..  (2020)  Phloroglucinol Benzophenones and Xanthones from the Leaves of Garcinia cowa and Their Nitric Oxide Production and α-Glucosidase Inhibitory Activities.,  83  (1): [PMID:31860303] [10.1021/acs.jnatprod.9b00849]

5. Liu X, Shen J, Zhu K..  (2022)  Antibacterial activities of plant-derived xanthones.,  13  (2.0): [PMID:35308024] [10.1039/d1md00351h]

6. Skácel J, Slusher BS, Tsukamoto T..  (2021)  Small Molecule Inhibitors Targeting Biosynthesis of Ceramide, the Central Hub of the Sphingolipid Network.,  64  (1.0): [PMID:33395289] [10.1021/acs.jmedchem.0c01664]

Source

Source(1):

• Scientific Literature