SCS-C005260
4,5-dihydro-17-O-demethylgeldanamycin
Pathway: Polyketides
Superclass: Macrolides
Class: Ansa macrolides
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 samsunensis
(NA)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
Streptomyces samsunensis
Hong Kong
DOI:
10.3390/md15090281
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
548.6 Da
Threshold ≤ 500
ALogP
2.54
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C28H40N2O9
Molecular Weight:
548.6330 Da
SMILES:
CO[C@H]1C[C@H](C)CC2=C(O)C(=O)C=C(NC(=O)/C(C)=C/CC[C@H](OC)[C@@H](OC(N)=O)/C(C)=C/[C@H](C)[C@H]1O)C2=O
InChIKey:
VRKIOGODUKDOJQ-HXRLLXIXSA-N
InChI:
InChI=1S/C28H40N2O9/c1-14-10-18-24(33)19(13-20(31)25(18)34)30-27(35)15(2)8-7-9-21(37-5)26(39-28(29)36)17(4)12-16(3)23(32)22(11-14)38-6/h8,12-14,16,21-23,26,32,34H,7,9-11H2,1-6H3,(H2,29,36)(H,30,35)/b15-8+,17-12+/t14-,16+,21+,22+,23-,26+/m1/s1
Calculated Properties
ALogP:
2.544 lipophilicity
TPSA:
174.48 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
9
Rotatable Bonds:
3
Ring Count:
2
(0 aromatic)
Chiral Centers:
6
Fsp³:
0.5714 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005260
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Macrolides
NPClassifier Class:
Ansa macrolides
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.