Cadiolide C

ID: ALA2204150

Chembl Id: CHEMBL2204150

PubChem CID: 71457561

Max Phase: Preclinical

Molecular Formula: C24H12Br4O6

Molecular Weight: 715.97

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Cadiolide C | Cadiolide C|CHEMBL2204150|BDBM50537898

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

Standard InChI:  InChI=1S/C24H12Br4O6/c25-13-5-10(1-3-17(13)29)6-19-20(11-2-4-18(30)14(26)7-11)21(24(33)34-19)22(31)12-8-15(27)23(32)16(28)9-12/h1-9,29-30,32H/b19-6-

Standard InChI Key:  KKSJLDNZJFUGNY-SWNXQHNESA-N

Alternative Forms

1. Parent:

   

   ALA2204150

   CADIOLIDE C

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: 715.97

Molecular Weight (Monoisotopic): 711.7367

AlogP: 7.09

#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: 5.03

CX Basic pKa: ┄

CX LogP: 7.38

CX LogD: 4.89

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.15

Np Likeness Score: 0.73

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