SCS-C002693
azalomycin F5a 2-ethylpentyl ester
Pathway: Polyketides
Superclass: Macrolides
Class: Polyene macrolides
Glycoside
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
Wenchang
DOI:
10.1002/mrc.2697
· Magnetic Resonance in Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
1194.6 Da
Threshold ≤ 500
ALogP
5.92
Threshold ≤ 5
H-Bond Donors
12
Threshold ≤ 5
H-Bond Acceptors
18
Threshold ≤ 10
4 violations (MW, ALogP, HBD, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C64H111N3O17
Molecular Weight:
1194.5960 Da
SMILES:
CCCC(CC)COC(=O)CC(=O)OC1CC(O)CC(O)CC(O)/C(C)=C/C=C/C(C)C(C(C)CCC/C=C/CCCN/C(=N/C)NC)OC(=O)/C(C)=C/C=C/C(C)C(O)CC(O)C(C)C(O)CCC(C)C(O)CC2(O)OC(C1)CC(O)C2O
InChIKey:
XEFFZMUHMATOEB-WUSSNQPYSA-N
InChI:
InChI=1S/C64H111N3O17/c1-12-22-47(13-2)39-81-58(76)37-59(77)82-50-32-48(68)31-49(69)33-53(71)40(3)24-20-26-44(7)60(43(6)23-18-16-14-15-17-19-30-67-63(65-10)66-11)83-62(79)45(8)27-21-25-41(4)54(72)36-55(73)46(9)52(70)29-28-42(5)57(75)38-64(80)61(78)56(74)35-51(34-50)84-64/h14-15,20-21,24-27,41-44,46-57,60-61,68-75,78,80H,12-13,16-19,22-23,28-39H2,1-11H3,(H2,65,66,67)/b15-14+,25-21+,26-20+,40-24+,45-27+
Calculated Properties
ALogP:
5.917 lipophilicity
TPSA:
326.85 Ų polar surface area
H-Bond Donors:
12
H-Bond Acceptors:
18
Rotatable Bonds:
17
Ring Count:
2
(0 aromatic)
Chiral Centers:
19
Fsp³:
0.7812 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002693
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Macrolides
NPClassifier Class:
Polyene macrolides
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.