SCS-C005221
9-O-methylbryostatin 4
Pathway: Polyketides
Superclass: Macrolides
Class: Bryostatins
Glycoside
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Bugula neritina
(marine bryozoan)
Kingdom
Metazoa
Phylum
Bryozoa
Class
Gymnolaemata
Order
Cheilostomatida
Family
Bugulidae
Genus
Bugula
Species
Bugula neritina
Daya Bay
DOI:
10.1021/acs.jnatprod.5b00081
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
909.1 Da
Threshold ≤ 500
ALogP
4.85
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
17
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C47H72O17
Molecular Weight:
909.0760 Da
SMILES:
CCCC(=O)O[C@H]1/C(=C/C(=O)OC)C[C@H]2C[C@H]([C@@H](C)O)OC(=O)C[C@H](O)C[C@@H]3C[C@H](OC(=O)C(C)(C)C)C(C)(C)[C@](OC)(C[C@@H]4C/C(=C/C(=O)OC)C[C@H](/C=C/C(C)(C)[C@]1(O)O2)O4)O3
InChIKey:
FXWYDOPNQOSBRE-WDIZDXPISA-N
InChI:
InChI=1S/C47H72O17/c1-13-14-37(50)62-41-29(21-39(52)57-11)20-32-24-35(27(2)48)60-40(53)23-30(49)22-33-25-36(61-42(54)43(3,4)5)45(8,9)46(58-12,63-33)26-34-18-28(19-38(51)56-10)17-31(59-34)15-16-44(6,7)47(41,55)64-32/h15-16,19,21,27,30-36,41,48-49,55H,13-14,17-18,20,22-26H2,1-12H3/b16-15+,28-19+,29-21+/t27-,30-,31+,32+,33-,34+,35-,36+,41+,46+,47-/m1/s1
Calculated Properties
ALogP:
4.848 lipophilicity
TPSA:
229.11 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
17
Rotatable Bonds:
8
Ring Count:
4
(0 aromatic)
Chiral Centers:
11
Fsp³:
0.7660 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005221
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Macrolides
NPClassifier Class:
Bryostatins
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.