SCS-C004017
naquihexcin A
Pathway: Polyketides
Superclass: Naphthalenes
Class: Naphthoquinones
Glycoside
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
Streptomyces sp.
(bacterium)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
NA
Xisha Islands
DOI:
10.1021/acs.orglett.6b01485
· Organic Letters
Drug-likeness (Lipinski Ro5)
Molecular Weight
828.8 Da
Threshold ≤ 500
ALogP
0.90
Threshold ≤ 5
H-Bond Donors
8
Threshold ≤ 5
H-Bond Acceptors
17
Threshold ≤ 10
3 violations (MW, HBD, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C39H40O18S
Molecular Weight:
828.7980 Da
SMILES:
C[C@@H]1O[C@@H](CCCO[C@H]2OC(C(=O)O)=C[C@@H](O)[C@@H]2O)C[C@@]2(S[C@@]34C[C@H](CC(=O)O)O[C@@H](C)[C@@]3(O)C(=O)c3c(O)cccc3C4=O)C(=O)c3cccc(O)c3C(=O)[C@]12O
InChIKey:
ITNRXKUJLVHKAS-KMWCMRFGSA-N
InChI:
InChI=1S/C39H40O18S/c1-16-38(52)32(48)27-20(7-3-9-22(27)40)30(46)36(38,14-18(55-16)6-5-11-54-35-29(45)24(42)13-25(57-35)34(50)51)58-37-15-19(12-26(43)44)56-17(2)39(37,53)33(49)28-21(31(37)47)8-4-10-23(28)41/h3-4,7-10,13,16-19,24,29,35,40-42,45,52-53H,5-6,11-12,14-15H2,1-2H3,(H,43,44)(H,50,51)/t16-,17-,18-,19-,24+,29-,35-,36+,37+,38+,39+/m0/s1
Calculated Properties
ALogP:
0.902 lipophilicity
TPSA:
301.18 Ų polar surface area
H-Bond Donors:
8
H-Bond Acceptors:
17
Rotatable Bonds:
10
Ring Count:
7
(2 aromatic)
Chiral Centers:
11
Fsp³:
0.4872 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004017
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Naphthalenes
NPClassifier Class:
Naphthoquinones
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.