SCS-C003052
baculiferin C
Pathway: Alkaloids
Superclass: Proline alkaloids
Class: Pyrrole alkaloids
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
Iotrochota baculifera
(NA)
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Poecilosclerida
Family
Iotrochotidae
Genus
Iotrochota
Species
Iotrochota baculifera
Hainan Island
DOI:
10.1016/j.bmc.2010.06.052
· Bioorganic & Medicinal Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
857.8 Da
Threshold ≤ 500
ALogP
3.16
Threshold ≤ 5
H-Bond Donors
9
Threshold ≤ 5
H-Bond Acceptors
16
Threshold ≤ 10
3 violations (MW, HBD, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C40H27NO17S2
Molecular Weight:
857.7800 Da
SMILES:
O=C1C(c2ccc(O)c(OS(=O)(=O)O)c2)=c2c(c3c(n2CCc2ccc(O)cc2)=C(c2ccc(O)c(OS(=O)(=O)O)c2)C(=O)c2cc(O)c(O)cc2-3)-c2cc(O)c(O)cc21
InChIKey:
TZEUKVIOCSOUAF-UHFFFAOYSA-N
InChI:
InChI=1S/C40H27NO17S2/c42-20-5-1-17(2-6-20)9-10-41-37-33(18-3-7-25(43)31(11-18)57-59(51,52)53)39(49)23-15-29(47)27(45)13-21(23)35(37)36-22-14-28(46)30(48)16-24(22)40(50)34(38(36)41)19-4-8-26(44)32(12-19)58-60(54,55)56/h1-8,11-16,42-48H,9-10H2,(H,51,52,53)(H,54,55,56)
Calculated Properties
ALogP:
3.158 lipophilicity
TPSA:
307.88 Ų polar surface area
H-Bond Donors:
9
H-Bond Acceptors:
16
Rotatable Bonds:
9
Ring Count:
8
(6 aromatic)
Chiral Centers:
0
Fsp³:
0.0500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003052
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Proline alkaloids
NPClassifier Class:
Pyrrole alkaloids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.