SCS-C002740
peniciadametizine B
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
494.5 Da
Threshold ≤ 500
ALogP
-0.16
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
10
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C22H26N2O9S
Molecular Weight:
494.5220 Da
SMILES:
COc1ccc(/C=C2/C(=O)N3O[C@H]4[C@H](O)C=C[C@@H](O)[C@@]4(O)C[C@@]3(SC)C(=O)N2C)c(O)c1OC
InChIKey:
HBXKCYHTTYDURW-WDJDBVHOSA-N
InChI:
InChI=1S/C22H26N2O9S/c1-23-12(9-11-5-7-14(31-2)17(32-3)16(11)27)19(28)24-22(34-4,20(23)29)10-21(30)15(26)8-6-13(25)18(21)33-24/h5-9,13,15,18,25-27,30H,10H2,1-4H3/b12-9-/t13-,15-,18+,21+,22-/m1/s1
Calculated Properties
ALogP:
-0.163 lipophilicity
TPSA:
149.23 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
10
Rotatable Bonds:
4
Ring Count:
4
(1 aromatic)
Chiral Centers:
5
Fsp³:
0.4545 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002740
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.