SCS-C004015
17-epi-notoamide M
Pathway: Alkaloids | Amino acids and Peptides
Superclass: Peptide alkaloids
Class: Indole diketopiperazine alkaloids (L-Trp, L-Pro)
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
Aspergillus sp.
(coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
NA
Xisha Islands
DOI:
10.1021/np300707x
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
465.6 Da
Threshold ≤ 500
ALogP
2.47
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C26H31N3O5
Molecular Weight:
465.5500 Da
SMILES:
C=CC(C)(C)[C@]1(C[C@@H]2NC(=O)[C@@]3(O)CCCN3C2=O)C(=O)Nc2c1ccc1c2C=CC(C)(C)O1
InChIKey:
GRGBTCMGCXJTOO-ODKGLIOUSA-N
InChI:
InChI=1S/C26H31N3O5/c1-6-23(2,3)25(14-17-20(30)29-13-7-11-26(29,33)22(32)27-17)16-8-9-18-15(19(16)28-21(25)31)10-12-24(4,5)34-18/h6,8-10,12,17,33H,1,7,11,13-14H2,2-5H3,(H,27,32)(H,28,31)/t17-,25-,26-/m0/s1
Calculated Properties
ALogP:
2.472 lipophilicity
TPSA:
107.97 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
4
Ring Count:
5
(1 aromatic)
Chiral Centers:
3
Fsp³:
0.5000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004015
NPClassifier Pathway:
Alkaloids
Amino acids and Peptides
NPClassifier Superclass:
Peptide alkaloids
NPClassifier Class:
Indole diketopiperazine alkaloids (L-Trp, L-Pro)
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.