SCS-C005490
fusarihexin A
Pathway: Amino acids and Peptides
Superclass: Oligopeptides
Class: Cyclic peptides | Depsipeptides
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
Fusarium sp.
(marine fungus #2489)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Hypocreales
Family
Nectriaceae
Genus
Fusarium
Species
NA
Leizhou Peninsula
DOI:
10.1055/a-0647-7048
· Planta Medica
Drug-likeness (Lipinski Ro5)
Molecular Weight
866.0 Da
Threshold ≤ 500
ALogP
4.30
Threshold ≤ 5
H-Bond Donors
6
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
2 violations (MW, HBD) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C51H55N5O8
Molecular Weight:
866.0280 Da
SMILES:
CC(C)C[C@@H]1OC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@@H](Cc2ccc(O)cc2)NC1=O
InChIKey:
HKFUVFCXZWXWEF-CPPKSIGKSA-N
InChI:
InChI=1S/C51H55N5O8/c1-33(2)27-45-50(62)55-43(31-38-23-25-39(57)26-24-38)48(60)53-41(29-35-17-9-4-10-18-35)46(58)52-40(28-34-15-7-3-8-16-34)47(59)54-42(30-36-19-11-5-12-20-36)49(61)56-44(51(63)64-45)32-37-21-13-6-14-22-37/h3-26,33,40-45,57H,27-32H2,1-2H3,(H,52,58)(H,53,60)(H,54,59)(H,55,62)(H,56,61)/t40-,41-,42-,43+,44-,45-/m0/s1
Calculated Properties
ALogP:
4.301 lipophilicity
TPSA:
192.03 Ų polar surface area
H-Bond Donors:
6
H-Bond Acceptors:
8
Rotatable Bonds:
12
Ring Count:
6
(5 aromatic)
Chiral Centers:
6
Fsp³:
0.2941 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005490
NPClassifier Pathway:
Amino acids and Peptides
NPClassifier Superclass:
Oligopeptides
NPClassifier Class:
Cyclic peptides
Depsipeptides
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.