SCS-C003623
scequinadoline C
Pathway: Alkaloids
Superclass: Anthranilic acid alkaloids
Class: Quinazoline alkaloids
Chemical Structure
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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
501.6 Da
Threshold ≤ 500
ALogP
2.34
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C28H31N5O4
Molecular Weight:
501.5870 Da
SMILES:
CC(C)[C@@H]1N[C@@H]2N(C1=O)c1ccccc1[C@@]2(O)C[C@@H]1C(=O)N[C@@H](C(C)C)c2nc3ccccc3c(=O)n21
InChIKey:
RWRQTCRLPXXHPH-RWZIALJFSA-N
InChI:
InChI=1S/C28H31N5O4/c1-14(2)21-23-29-18-11-7-5-9-16(18)25(35)32(23)20(24(34)30-21)13-28(37)17-10-6-8-12-19(17)33-26(36)22(15(3)4)31-27(28)33/h5-12,14-15,20-22,27,31,37H,13H2,1-4H3,(H,30,34)/t20-,21+,22+,27-,28+/m1/s1
Calculated Properties
ALogP:
2.343 lipophilicity
TPSA:
116.56 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
7
Rotatable Bonds:
4
Ring Count:
6
(3 aromatic)
Chiral Centers:
5
Fsp³:
0.4286 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003623
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Anthranilic acid alkaloids
NPClassifier Class:
Quinazoline alkaloids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.