Cadiolide L

ID: ALA4064483

Chembl Id: CHEMBL4064483

PubChem CID: 137637622

Max Phase: Preclinical

Molecular Formula: C25H15Br5O6

Molecular Weight: 810.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1c(Br)cc([C@H](O)C2=C(c3ccc(O)c(Br)c3)/C(=C/c3cc(Br)c(O)c(Br)c3)OC2=O)cc1Br

Standard InChI:  InChI=1S/C25H15Br5O6/c1-35-24-16(29)8-12(9-17(24)30)22(32)21-20(11-2-3-18(31)13(26)7-11)19(36-25(21)34)6-10-4-14(27)23(33)15(28)5-10/h2-9,22,31-33H,1H3/b19-6-/t22-/m0/s1

Standard InChI Key:  WGRPPERXSPIKFA-KDBLAESLSA-N

Alternative Forms

1. Parent:

   

   ALA4064483

   ---

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: 810.91

Molecular Weight (Monoisotopic): 805.6785

AlogP: 8.00

#Rotatable Bonds: 5

Polar Surface Area: 96.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.54

CX Basic pKa: ┄

CX LogP: 7.85

CX LogD: 6.82

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.23

Np Likeness Score: 0.92

References

1. Wang W, Kim H, Patil RS, Giri AG, Won DH, Hahn D, Sung Y, Lee J, Choi H, Nam SJ, Kang H..  (2017)  Cadiolides J-M, antibacterial polyphenyl butenolides from the Korean tunicate Pseudodistoma antinboja.,  27  (3): [PMID:28043797] [10.1016/j.bmcl.2016.12.016]

2. 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