SCS-C004085
stachybocin F
Pathway: Alkaloids
Superclass: Pseudoalkaloids
Class: Isoindole alkaloids
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Stachybotrys chartarum
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Hypocreales
Family
Stachybotryaceae
Genus
Stachybotrys
Species
Stachybotrys chartarum
Xisha Islands
DOI:
10.1021/np400683h
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
839.1 Da
Threshold ≤ 500
ALogP
8.69
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C51H70N2O8
Molecular Weight:
839.1270 Da
SMILES:
C[C@@H]1CC[C@H]2C(C)(C)[C@H](O)CC[C@]2(C)[C@@]12Cc1c(O)cc3c(c1O2)CN(CCCCCN1Cc2c(cc(O)c4c2O[C@]2(C4)[C@H](C)CC[C@H]4C(C)(C)[C@H](O)CC[C@@]42C)C1=O)C3=O
InChIKey:
ZUCUFHMATKWIQI-BSYMBVDBSA-N
InChI:
InChI=1S/C51H70N2O8/c1-28-12-14-38-46(3,4)40(56)16-18-48(38,7)50(28)24-32-36(54)22-30-34(42(32)60-50)26-52(44(30)58)20-10-9-11-21-53-27-35-31(45(53)59)23-37(55)33-25-51(61-43(33)35)29(2)13-15-39-47(5,6)41(57)17-19-49(39,51)8/h22-23,28-29,38-41,54-57H,9-21,24-27H2,1-8H3/t28-,29-,38+,39+,40-,41-,48+,49+,50-,51-/m1/s1
Calculated Properties
ALogP:
8.694 lipophilicity
TPSA:
140.00 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
8
Rotatable Bonds:
6
Ring Count:
10
(2 aromatic)
Chiral Centers:
10
Fsp³:
0.7255 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004085
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Pseudoalkaloids
NPClassifier Class:
Isoindole alkaloids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.