ID: ALA2204152

Max Phase: Preclinical

Molecular Formula: C24H11Br5O6

Molecular Weight: 794.87

Molecule Type: Small molecule

Representations

Synonyms (1): Cadiolide E
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=C1O/C(=C\c2cc(Br)c(O)c(Br)c2)C(c2ccc(O)c(Br)c2)=C1C(=O)c1cc(Br)c(O)c(Br)c1

Standard InChI:  InChI=1S/C24H11Br5O6/c25-12-6-10(1-2-17(12)30)19-18(5-9-3-13(26)22(32)14(27)4-9)35-24(34)20(19)21(31)11-7-15(28)23(33)16(29)8-11/h1-8,30,32-33H/b18-5-

Standard InChI Key:  YKAGAUKZQSESET-DVZOWYKESA-N

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

Properties

Molecular Weight: 794.87

Molecular Weight (Monoisotopic): 789.6472

AlogP: 7.85

#Rotatable Bonds: 4

Polar Surface Area: 104.06

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 5.00

CX Basic pKa:

CX LogP: 8.15

CX LogD: 4.70

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.14

Np Likeness Score: 0.71

References

1. Wang W, Kim H, Nam SJ, Rho BJ, Kang H..  (2012)  Antibacterial butenolides from the Korean tunicate Pseudodistoma antinboja.,  75  (12): [PMID:23145884] [10.1021/np300544a]

2. Won TH, Jeon JE, Kim SH, Lee SH, Rho BJ, Oh DC, Oh KB, Shin J..  (2012)  Brominated aromatic furanones and related esters from the ascidian Synoicum sp.,  75  (12): [PMID:23145909] [10.1021/np3005562]

3. Ahn CH, Won TH, Kim H, Shin J, Oh KB..  (2013)  Inhibition of Candida albicans isocitrate lyase activity by cadiolides and synoilides from the ascidian Synoicum sp.,  23  (14): [PMID:23747224] [10.1016/j.bmcl.2013.05.051]

4. Bae J, Cho E, Park JS, Won TH, Seo SY, Oh DC, Oh KB, Shin J..  (2020)  Isocadiolides A-H: Polybrominated Aromatics from a Synoicum sp. Ascidian.,  83  (2): [PMID:31967465] [10.1021/acs.jnatprod.9b00968]

Source

Source(1):

• Scientific Literature