Cyanolide A

ID: ALA1076677

Chembl Id: CHEMBL1076677

PubChem CID: 46186625

Max Phase: Preclinical

Molecular Formula: C42H72O16

Molecular Weight: 833.02

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@@H]1C[C@@H]2C[C@H](O[C@@H]3OC[C@@H](OC)[C@H](OC)[C@H]3OC)C(C)(C)[C@H](CC(=O)O[C@H](CC)C[C@@H]3C[C@H](O[C@@H]4OC[C@@H](OC)[C@H](OC)[C@H]4OC)C(C)(C)[C@H](CC(=O)O1)O3)O2

Standard InChI:  InChI=1S/C42H72O16/c1-13-23-15-25-17-29(57-39-37(49-11)35(47-9)27(45-7)21-51-39)41(3,4)32(53-25)20-34(44)56-24(14-2)16-26-18-30(42(5,6)31(54-26)19-33(43)55-23)58-40-38(50-12)36(48-10)28(46-8)22-52-40/h23-32,35-40H,13-22H2,1-12H3/t23-,24-,25-,26-,27-,28-,29+,30+,31+,32+,35+,36+,37-,38-,39+,40+/m1/s1

Standard InChI Key:  DLSUXMZHOIJLGM-MNCMQQDLSA-N

Alternative Forms

1. Parent:

   

   ALA1076677

   CYANOLIDE A

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

Calculated Properties

Molecular Weight: 833.02

Molecular Weight (Monoisotopic): 832.4820

AlogP: 4.14

#Rotatable Bonds: 12

Polar Surface Area: 163.36

Molecular Species: NEUTRAL

HBA: 16

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.02

CX LogD: 4.02

Aromatic Rings: ┄

Heavy Atoms: 58

QED Weighted: 0.26

Np Likeness Score: 1.08

References

1. Pereira AR, McCue CF, Gerwick WH..  (2010)  Cyanolide A, a glycosidic macrolide with potent Molluscicidal activity from the Papua New Guinea cyanobacterium Lyngbya bouillonii.,  73  (2): [PMID:20131814] [10.1021/np9008128]

Source

Source(1):

• Scientific Literature