ID: ALA2204157

Max Phase: Preclinical

Molecular Formula: C25H12Br6O7

Molecular Weight: 903.79

Molecule Type: Small molecule

Representations

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

Canonical SMILES:  COC(=O)C1=C(c2cc(Br)c(O)c(Br)c2)C(=O)OC1=C(c1cc(Br)c(O)c(Br)c1)c1cc(Br)c(O)c(Br)c1

Standard InChI:  InChI=1S/C25H12Br6O7/c1-37-24(35)19-18(10-6-15(30)22(34)16(31)7-10)25(36)38-23(19)17(8-2-11(26)20(32)12(27)3-8)9-4-13(28)21(33)14(29)5-9/h2-7,32-34H,1H3

Standard InChI Key:  BREHBFOCEMKNAS-UHFFFAOYSA-N

Molecule Features

Natural Product: Yes

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: 903.79

Molecular Weight (Monoisotopic): 897.5683

AlogP: 8.32

#Rotatable Bonds: 4

Polar Surface Area: 113.29

Molecular Species: ACID

HBA: 7

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 5.82

CX Basic pKa:

CX LogP: 8.98

CX LogD: 5.82

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.23

Np Likeness Score: 0.56

References

1. 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]

2. 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]

Source

Source(1):

• Scientific Literature