SCS-C004043
naquihexcin B
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
Xisha Islands
DOI:
10.1021/acs.orglett.6b01485
· Organic Letters
Drug-likeness (Lipinski Ro5)
Molecular Weight
642.7 Da
Threshold ≤ 500
ALogP
1.35
Threshold ≤ 5
H-Bond Donors
6
Threshold ≤ 5
H-Bond Acceptors
13
Threshold ≤ 10
3 violations (MW, HBD, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C32H34O12S
Molecular Weight:
642.6790 Da
SMILES:
C[C@@H]1O[C@@H](CCO)C[C@@]2(S[C@@]34C[C@H](CCO)O[C@@H](C)[C@@]3(O)C(=O)c3c(O)cccc3C4=O)C(=O)c3cccc(O)c3C(=O)[C@]12O
InChIKey:
KXSAGAXHNBPANF-NDUBXJFPSA-N
InChI:
InChI=1S/C32H34O12S/c1-15-31(41)27(39)23-19(5-3-7-21(23)35)25(37)29(31,13-17(43-15)9-11-33)45-30-14-18(10-12-34)44-16(2)32(30,42)28(40)24-20(26(30)38)6-4-8-22(24)36/h3-8,15-18,33-36,41-42H,9-14H2,1-2H3/t15-,16-,17-,18-,29+,30+,31+,32+/m0/s1
Calculated Properties
ALogP:
1.349 lipophilicity
TPSA:
208.12 Ų polar surface area
H-Bond Donors:
6
H-Bond Acceptors:
13
Rotatable Bonds:
6
Ring Count:
6
(2 aromatic)
Chiral Centers:
8
Fsp³:
0.5000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004043
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.