cadiolide B

ID: ALA2204154

Chembl Id: CHEMBL2204154

PubChem CID: 11400288

Max Phase: Preclinical

Molecular Formula: C24H10Br6O6

Molecular Weight: 873.76

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Cadiolide B | Cadiolide B|CHEMBL2204154|SCHEMBL15477956|CHEBI:188604|BDBM50537897|(5Z)-3-(3,5-dibromo-4-hydroxybenzoyl)-4-(3,5-dibromo-4-hydroxyphenyl)-5-[(3,5-dibromo-4-hydroxyphenyl)methylidene]furan-2-one|(5Z)-3-(3,5-dibromo-4-hydroxybenzoyl)-4-(3,5-dibromo-4-hydroxyphenyl)-5-[(3,5-dibromo-4-hydroxyphenyl)methylidene]uran-2-one

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

Standard InChI:  InChI=1S/C24H10Br6O6/c25-11-1-8(2-12(26)21(11)32)3-17-18(9-4-13(27)22(33)14(28)5-9)19(24(35)36-17)20(31)10-6-15(29)23(34)16(30)7-10/h1-7,32-34H/b17-3-

Standard InChI Key:  CJOZHMMQXWACBU-YPEHOIGNSA-N

Alternative Forms

1. Parent:

   

   ALA2204154

   CADIOLIDE 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: 873.76

Molecular Weight (Monoisotopic): 867.5578

AlogP: 8.61

#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: 4.95

CX Basic pKa: ┄

CX LogP: 8.92

CX LogD: 4.44

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.14

Np Likeness Score: 0.61

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. Boulangé A, Parraga J, Galán A, Cabedo N, Leleu S, Sanz MJ, Cortes D, Franck X..  (2015)  Synthesis and antibacterial activities of cadiolides A, B and C and analogues.,  23  (13): [PMID:25913865] [10.1016/j.bmc.2015.04.010]

3. 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