SCS-C007390
pyrrospirone X
Pathway: Alkaloids | Amino acids and Peptides
Superclass: Tetramate alkaloids
Class: Pyrrocidine tetramate alkaloids
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
Penicillium sp.
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
NA
South China Sea
DOI:
10.1021/acs.jnatprod.5c01203
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
577.8 Da
Threshold ≤ 500
ALogP
6.25
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C36H51NO5
Molecular Weight:
577.8060 Da
SMILES:
C/C=C/C1(C)[C@@H](O)CC23CC(OCCCC)(Cc4ccc(cc4)OC4C(CC5(C)CC(C)CC(C)C45)[C@@H]1C2=O)NC3=O
InChIKey:
YUAQCARNZPOWBK-XBDZYBLISA-N
InChI:
InChI=1S/C36H51NO5/c1-7-9-15-41-36-18-24-10-12-25(13-11-24)42-30-26(19-33(5)17-22(3)16-23(4)28(30)33)29-31(39)35(21-36,32(40)37-36)20-27(38)34(29,6)14-8-2/h8,10-14,22-23,26-30,38H,7,9,15-21H2,1-6H3,(H,37,40)/b14-8+/t22?,23?,26?,27-,28?,29+,30?,33?,34?,35?,36?/m0/s1
Calculated Properties
ALogP:
6.250 lipophilicity
TPSA:
84.86 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
5
Ring Count:
7
(1 aromatic)
Chiral Centers:
11
Fsp³:
0.7222 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007390
NPClassifier Pathway:
Alkaloids
Amino acids and Peptides
NPClassifier Superclass:
Tetramate alkaloids
NPClassifier Class:
Pyrrocidine tetramate alkaloids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.