SCS-C007387
pyrrospirone S
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
551.7 Da
Threshold ≤ 500
ALogP
2.97
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C32H41NO7
Molecular Weight:
551.6800 Da
SMILES:
C[C@@H]1C[C@H](C)[C@H]2[C@H]3Oc4ccc(cc4)C[C@@]4(O)C[C@]5(C[C@@H](O)O[C@@]6(C)[C@H]7O[C@@]7(C)[C@H]([C@H]3[C@H]6C5=O)[C@]2(C)C1)C(=O)N4
InChIKey:
QGNXIRWAXACKIH-PQJPXRDASA-N
InChI:
InChI=1S/C32H41NO7/c1-15-10-16(2)21-23-20-22-25(35)31(14-32(37,33-27(31)36)12-17-6-8-18(38-23)9-7-17)13-19(34)39-29(22,4)26-30(5,40-26)24(20)28(21,3)11-15/h6-9,15-16,19-24,26,34,37H,10-14H2,1-5H3,(H,33,36)/t15-,16+,19+,20+,21+,22+,23+,24-,26-,28-,29-,30+,31+,32-/m1/s1
Calculated Properties
ALogP:
2.973 lipophilicity
TPSA:
117.62 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
7
Rotatable Bonds:
0
Ring Count:
9
(1 aromatic)
Chiral Centers:
14
Fsp³:
0.7500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007387
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.