SCS-C005569
3-chloro-6,8-dihydroxy-8-α-lapachone
Pathway: Polyketides
Superclass: Naphthalenes
Class: Naphthoquinones
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
Streptomyces sp.
(bacterium)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
NA
Beibu Gulf
DOI:
10.3390/md11062113
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
308.7 Da
Threshold ≤ 500
ALogP
2.54
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C15H13ClO5
Molecular Weight:
308.7170 Da
SMILES:
CC1(C)OC2=C(C[C@H]1Cl)C(=O)c1c(O)cc(O)cc1C2=O
InChIKey:
VFXDQLBBKLSXJV-SNVBAGLBSA-N
InChI:
InChI=1S/C15H13ClO5/c1-15(2)10(16)5-8-12(19)11-7(13(20)14(8)21-15)3-6(17)4-9(11)18/h3-4,10,17-18H,5H2,1-2H3/t10-/m1/s1
Calculated Properties
ALogP:
2.537 lipophilicity
TPSA:
83.83 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
0
Ring Count:
3
(1 aromatic)
Chiral Centers:
1
Fsp³:
0.3333 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005569
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Naphthalenes
NPClassifier Class:
Naphthoquinones
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.