SCS-C004525
pactamide B
Pathway: Amino acids and Peptides | Polyketides
Superclass: Macrolides
Class: Macrocyclic tetramic acids
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 pactum
(NA)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
Streptomyces pactum
South China Sea
DOI:
10.1039/c6sc03875a
· Chemical Science
Drug-likeness (Lipinski Ro5)
Molecular Weight
494.6 Da
Threshold ≤ 500
ALogP
3.28
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C29H38N2O5
Molecular Weight:
494.6320 Da
SMILES:
CCC1=C(CO)[C@H]2[C@@H](C1)C[C@@H]1[C@@H]2CC[C@@H]2/C=C/C(=O)C3=C(O)[C@H](CCCNC(=O)/C=C\C[C@@H]12)NC3=O
InChIKey:
ROZIPRWJOVTDQB-JZUQOGGYSA-N
InChI:
InChI=1S/C29H38N2O5/c1-2-16-13-18-14-21-19-5-3-7-25(34)30-12-4-6-23-28(35)27(29(36)31-23)24(33)11-9-17(19)8-10-20(21)26(18)22(16)15-32/h3,7,9,11,17-21,23,26,32,35H,2,4-6,8,10,12-15H2,1H3,(H,30,34)(H,31,36)/b7-3-,11-9+/t17-,18+,19-,20+,21+,23+,26+/m1/s1
Calculated Properties
ALogP:
3.276 lipophilicity
TPSA:
115.73 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
5
Rotatable Bonds:
2
Ring Count:
5
(0 aromatic)
Chiral Centers:
7
Fsp³:
0.6207 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004525
NPClassifier Pathway:
Amino acids and Peptides
Polyketides
NPClassifier Superclass:
Macrolides
NPClassifier Class:
Macrocyclic tetramic acids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.