SCS-C007388
pyrrospirone T
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
563.7 Da
Threshold ≤ 500
ALogP
5.07
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C34H45NO6
Molecular Weight:
563.7350 Da
SMILES:
CO[C@H]1C[C@]23C[C@](OC)(Cc4ccc(cc4)O[C@H]4[C@H]5[C@@H](C(C)=C[C@](C)(O1)[C@@H]5C2=O)[C@]1(C)C[C@H](C)C[C@H](C)[C@@H]41)NC3=O
InChIKey:
HWKWERBYDLGOGL-ZPHLWUKVSA-N
InChI:
InChI=1S/C34H45NO6/c1-18-12-19(2)26-28-24-25(31(26,4)13-18)20(3)14-32(5)27(24)29(36)33(16-23(38-6)41-32)17-34(39-7,35-30(33)37)15-21-8-10-22(40-28)11-9-21/h8-11,14,18-19,23-28H,12-13,15-17H2,1-7H3,(H,35,37)/t18-,19+,23-,24+,25-,26+,27+,28+,31+,32+,33+,34-/m1/s1
Calculated Properties
ALogP:
5.070 lipophilicity
TPSA:
83.09 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
6
Rotatable Bonds:
2
Ring Count:
8
(1 aromatic)
Chiral Centers:
12
Fsp³:
0.7059 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007388
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.