SCS-C003636
scedapin A
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
472.5 Da
Threshold ≤ 500
ALogP
1.83
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C26H24N4O5
Molecular Weight:
472.5010 Da
SMILES:
C[C@@H]1N[C@@H]2N(C1=O)c1ccccc1[C@@]21C[C@H]2n3c(nc4ccccc4c3=O)C(=O)C(C)(C)[C@@]2(O)O1
InChIKey:
IENYPMZDZJBNMW-BZIWHETJSA-N
InChI:
InChI=1S/C26H24N4O5/c1-13-21(32)29-17-11-7-5-9-15(17)25(23(29)27-13)12-18-26(34,35-25)24(2,3)19(31)20-28-16-10-6-4-8-14(16)22(33)30(18)20/h4-11,13,18,23,27,34H,12H2,1-3H3/t13-,18+,23+,25-,26-/m0/s1
Calculated Properties
ALogP:
1.829 lipophilicity
TPSA:
113.76 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
8
Rotatable Bonds:
0
Ring Count:
7
(3 aromatic)
Chiral Centers:
5
Fsp³:
0.3846 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003636
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.