SCS-C002694
azalomycin F4a 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
1180.6 Da
Threshold ≤ 500
ALogP
5.66
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:
C63H109N3O17
Molecular Weight:
1180.5690 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)=N/C)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:
IREJNZDPWSTQDX-BBRAWOGSSA-N
InChI:
InChI=1S/C63H109N3O17/c1-11-21-46(12-2)38-80-57(75)36-58(76)81-49-31-47(67)30-48(68)32-52(70)39(3)23-19-25-43(7)59(42(6)22-17-15-13-14-16-18-29-66-62(64)65-10)82-61(78)44(8)26-20-24-40(4)53(71)35-54(72)45(9)51(69)28-27-41(5)56(74)37-63(79)60(77)55(73)34-50(33-49)83-63/h13-14,19-20,23-26,40-43,45-56,59-60,67-74,77,79H,11-12,15-18,21-22,27-38H2,1-10H3,(H3,64,65,66)/b14-13+,24-20+,25-19+,39-23+,44-26+
Calculated Properties
ALogP:
5.656 lipophilicity
TPSA:
340.84 Ų polar surface area
H-Bond Donors:
12
H-Bond Acceptors:
18
Rotatable Bonds:
17
Ring Count:
2
(0 aromatic)
Chiral Centers:
19
Fsp³:
0.7778 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002694
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.