SCS-C007389
pyrrospirone V
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
501.7 Da
Threshold ≤ 500
ALogP
5.45
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C32H39NO4
Molecular Weight:
501.6670 Da
SMILES:
CC1=C[C@]2(C)[C@H](C)O/C3=C4\C(=O)NC(=O)[C@@H]4Cc4ccc(cc4)O[C@H]4[C@H]([C@@H]32)[C@@H]1[C@]1(C)C[C@H](C)C[C@H](C)[C@@H]41
InChIKey:
RAPBWDWPCFMNBK-AOGLGGBXSA-N
InChI:
InChI=1S/C32H39NO4/c1-15-11-16(2)25-28-23-24(32(25,6)13-15)17(3)14-31(5)18(4)36-27(26(23)31)22-21(29(34)33-30(22)35)12-19-7-9-20(37-28)10-8-19/h7-10,14-16,18,21,23-26,28H,11-13H2,1-6H3,(H,33,34,35)/b27-22-/t15-,16+,18+,21-,23+,24-,25+,26+,28+,31-,32+/m1/s1
Calculated Properties
ALogP:
5.452 lipophilicity
TPSA:
64.63 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
0
Ring Count:
8
(1 aromatic)
Chiral Centers:
11
Fsp³:
0.6250 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007389
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.