SCS-C000305
22-O-(N-Me-L-valyl) aflaquinolone B
Pathway: Alkaloids
Superclass: Tryptophan alkaloids
Class: Quinoline 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
Aspergillus terreus
(mangrove endophytic fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus terreus
South China Sea
DOI:
10.1021/np500650t
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
550.7 Da
Threshold ≤ 500
ALogP
4.59
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C32H42N2O6
Molecular Weight:
550.6960 Da
SMILES:
CN[C@H](C(=O)O[C@@H]1CC[C@@](C)(/C=C/c2ccc3c(c2O)[C@@](O)(c2ccccc2)[C@H](OC)C(=O)N3)C[C@@H]1C)C(C)C
InChIKey:
HXDOHVMCRWLYFS-ORYNJQNLSA-N
InChI:
InChI=1S/C32H42N2O6/c1-19(2)26(33-5)30(37)40-24-15-17-31(4,18-20(24)3)16-14-21-12-13-23-25(27(21)35)32(38,22-10-8-7-9-11-22)28(39-6)29(36)34-23/h7-14,16,19-20,24,26,28,33,35,38H,15,17-18H2,1-6H3,(H,34,36)/b16-14+/t20-,24+,26-,28+,31+,32-/m0/s1
Calculated Properties
ALogP:
4.590 lipophilicity
TPSA:
117.12 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
7
Rotatable Bonds:
8
Ring Count:
4
(2 aromatic)
Chiral Centers:
6
Fsp³:
0.5000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000305
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Tryptophan alkaloids
NPClassifier Class:
Quinoline alkaloids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.