SCS-C004866
methylpendolmycin-14-O-α-glucoside
Pathway: Alkaloids
Superclass: Tryptophan alkaloids
Class: Indole-Diterpenoid alkaloids (Penitrems)
Glycoside
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
Marinactinospora thermotolerans
(NA)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Streptosporangiales
Family
Nocardiopsidaceae
Genus
Marinactinospora
Species
Marinactinospora thermotolerans
South China Sea
DOI:
10.1021/np200399t
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
545.7 Da
Threshold ≤ 500
ALogP
1.34
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:
C29H43N3O7
Molecular Weight:
545.6770 Da
SMILES:
C=CC(C)(C)c1ccc2c3c(c[nH]c13)C[C@@H](CO[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)NC(=O)C([C@@H](C)CC)N2C
InChIKey:
NJXBUEOOZBMGFZ-HZOPMHHFSA-N
InChI:
InChI=1S/C29H43N3O7/c1-7-15(3)23-27(37)31-17(14-38-28-26(36)25(35)24(34)20(13-33)39-28)11-16-12-30-22-18(29(4,5)8-2)9-10-19(21(16)22)32(23)6/h8-10,12,15,17,20,23-26,28,30,33-36H,2,7,11,13-14H2,1,3-6H3,(H,31,37)/t15-,17-,20+,23?,24+,25-,26+,28-/m0/s1
Calculated Properties
ALogP:
1.340 lipophilicity
TPSA:
147.51 Ų polar surface area
H-Bond Donors:
6
H-Bond Acceptors:
8
Rotatable Bonds:
8
Ring Count:
4
(2 aromatic)
Chiral Centers:
8
Fsp³:
0.6207 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004866
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Tryptophan alkaloids
NPClassifier Class:
Indole-Diterpenoid alkaloids (Penitrems)
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.