SCS-C003597
Scedapin C
Pathway: Alkaloids
Superclass: Anthranilic acid alkaloids
Class: Quinazoline alkaloids
Glycoside
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
Pseudallescheria boydii
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Microascales
Family
Microascaceae
Genus
Pseudallescheria
Species
Pseudallescheria boydii
Sanya
DOI:
10.1021/acs.orglett.7b02238
· Organic Letters
Drug-likeness (Lipinski Ro5)
Molecular Weight
564.6 Da
Threshold ≤ 500
ALogP
1.89
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C28H28N4O7S
Molecular Weight:
564.6200 Da
SMILES:
CC1(C)C(=O)N2c3ccccc3[C@@]3(C[C@H]4n5c(nc6ccccc6c5=O)C(=O)C(C)(C)[C@@]4(O)O3)[C@@H]2N1S(C)(=O)=O
InChIKey:
OHMCPFVLPZTNSW-OHRJOTIESA-N
InChI:
InChI=1S/C28H28N4O7S/c1-25(2)20(33)21-29-17-12-8-6-10-15(17)22(34)31(21)19-14-27(39-28(19,25)36)16-11-7-9-13-18(16)30-23(27)32(40(5,37)38)26(3,4)24(30)35/h6-13,19,23,36H,14H2,1-5H3/t19-,23+,27+,28+/m1/s1
Calculated Properties
ALogP:
1.891 lipophilicity
TPSA:
139.11 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
9
Rotatable Bonds:
1
Ring Count:
7
(3 aromatic)
Chiral Centers:
4
Fsp³:
0.4286 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003597
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Anthranilic acid alkaloids
NPClassifier Class:
Quinazoline alkaloids
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.