SCS-C002888
penicisulfuranol 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 simplicissimum
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium simplicissimum
Hainan Island
DOI:
10.1021/acs.jnatprod.6b00483
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
510.5 Da
Threshold ≤ 500
ALogP
-0.05
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
11
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C21H22N2O9S2
Molecular Weight:
510.5460 Da
SMILES:
COc1ccc2c(c1OC)O[C@]13C(=O)N4O[C@H]5[C@H](O)C=C[C@@H](O)[C@@]5(O)C[C@@]4(SS[C@H]21)C(=O)N3C
InChIKey:
WHVFNXVGORSIGM-OFDQUPMBSA-N
InChI:
InChI=1S/C21H22N2O9S2/c1-22-17(26)20-8-19(28)12(25)7-5-10(24)15(19)32-23(20)18(27)21(22)16(33-34-20)9-4-6-11(29-2)14(30-3)13(9)31-21/h4-7,10,12,15-16,24-25,28H,8H2,1-3H3/t10-,12-,15+,16-,19+,20-,21+/m1/s1
Calculated Properties
ALogP:
-0.048 lipophilicity
TPSA:
138.23 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
11
Rotatable Bonds:
2
Ring Count:
7
(1 aromatic)
Chiral Centers:
7
Fsp³:
0.5238 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002888
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.