SCS-C003670
scedapin D
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
486.5 Da
Threshold ≤ 500
ALogP
2.22
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:
C27H26N4O5
Molecular Weight:
486.5280 Da
SMILES:
CC1(C)N[C@@H]2N(C1=O)c1ccccc1[C@@]21C[C@@H]2n3c(nc4ccccc4c3=O)C(=O)C(C)(C)[C@]2(O)O1
InChIKey:
VBTGWAOZXDRMKD-ICTPLHBVSA-N
InChI:
InChI=1S/C27H26N4O5/c1-24(2)19(32)20-28-16-11-7-5-9-14(16)21(33)31(20)18-13-26(36-27(18,24)35)15-10-6-8-12-17(15)30-22(26)29-25(3,4)23(30)34/h5-12,18,22,29,35H,13H2,1-4H3/t18-,22+,26-,27+/m0/s1
Calculated Properties
ALogP:
2.219 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:
4
Fsp³:
0.4074 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003670
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.