SCS-C002739
peniciadametizine A
Pathway: Alkaloids | Amino acids and Peptides
Superclass: Peptide alkaloids
Class: Thiodiketopiperazine 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 adametzioides AS-53
(NA)
Original source name: Penicillium adametzioides|Penicillium adametzioides AS-53
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium adametzioides
Wenchang
DOI:
10.3390/md13063640
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
506.6 Da
Threshold ≤ 500
ALogP
2.12
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C23H26N2O7S2
Molecular Weight:
506.6020 Da
SMILES:
COc1ccc2c(c1OC)O[C@]1(C(=O)N3O[C@@H]4C(=CC=C[C@H]4O)C[C@@]3(SC)C(=O)N1C)[C@@H]2SC
InChIKey:
UJQYDWBSIBUUKS-KSVPPNQKSA-N
InChI:
InChI=1S/C23H26N2O7S2/c1-24-20(27)22(34-5)11-12-7-6-8-14(26)16(12)32-25(22)21(28)23(24)19(33-4)13-9-10-15(29-2)18(30-3)17(13)31-23/h6-10,14,16,19,26H,11H2,1-5H3/t14-,16-,19-,22-,23+/m1/s1
Calculated Properties
ALogP:
2.118 lipophilicity
TPSA:
97.77 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
9
Rotatable Bonds:
4
Ring Count:
5
(1 aromatic)
Chiral Centers:
5
Fsp³:
0.4783 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002739
NPClassifier Pathway:
Alkaloids
Amino acids and Peptides
NPClassifier Superclass:
Peptide alkaloids
NPClassifier Class:
Thiodiketopiperazine alkaloids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.