SCS-C004576
thalassospiramide C2
Pathway: Amino acids and Peptides | Polyketides
Superclass: Oligopeptides
Class: Cyclic peptides | Depsipeptides | Lipopeptides
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
Fodinicurvata sp.
(NA)
Kingdom
Pseudomonadati
Phylum
Pseudomonadota
Class
Alphaproteobacteria
Order
Rhodospirillales
Family
Rhodovibrionaceae
Genus
Fodinicurvata
Species
NA
South China Sea
DOI:
10.1074/jbc.m116.756858
· J. Biol. Chem
Drug-likeness (Lipinski Ro5)
Molecular Weight
727.9 Da
Threshold ≤ 500
ALogP
2.03
Threshold ≤ 5
H-Bond Donors
6
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
2 violations (MW, HBD) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C38H57N5O9
Molecular Weight:
727.9000 Da
SMILES:
CCCCCC/C=C\CC(=O)N[C@@H](CO)C(=O)N[C@H](C(=O)N[C@@H]1/C=C/C(=O)N[C@@H](C(C)C)C(=O)N(C)[C@@H](Cc2ccc(O)cc2)C(=O)OC1)C(C)C
InChIKey:
IXSPXFSMOISVLI-AHXZFKEASA-N
InChI:
InChI=1S/C38H57N5O9/c1-7-8-9-10-11-12-13-14-31(46)40-29(22-44)35(48)42-33(24(2)3)36(49)39-27-17-20-32(47)41-34(25(4)5)37(50)43(6)30(38(51)52-23-27)21-26-15-18-28(45)19-16-26/h12-13,15-20,24-25,27,29-30,33-34,44-45H,7-11,14,21-23H2,1-6H3,(H,39,49)(H,40,46)(H,41,47)(H,42,48)/b13-12-,20-17+/t27-,29+,30+,33+,34+/m1/s1
Calculated Properties
ALogP:
2.035 lipophilicity
TPSA:
203.47 Ų polar surface area
H-Bond Donors:
6
H-Bond Acceptors:
9
Rotatable Bonds:
17
Ring Count:
2
(1 aromatic)
Chiral Centers:
5
Fsp³:
0.5789 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004576
NPClassifier Pathway:
Amino acids and Peptides
Polyketides
NPClassifier Superclass:
Oligopeptides
NPClassifier Class:
Cyclic peptides
Depsipeptides
Lipopeptides
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.