SCS-C001436
Medermycin
Pathway: Polyketides
Superclass: Naphthalenes | Polycyclic aromatic polyketides
Class: Angucyclines | 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 globisporus SCSIO LCY12
(NA)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
Streptomyces globisporus
Weizhou Island
DOI:
10.1021/acschembio.5c00299
· ACS Chemical Biology
Drug-likeness (Lipinski Ro5)
Molecular Weight
457.5 Da
Threshold ≤ 500
ALogP
1.31
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C24H27NO8
Molecular Weight:
457.5000 Da
SMILES:
C[C@H]1O[C@@H]2CC(=O)O[C@@H]2C2=C1C(=O)c1c(ccc([C@H]3C[C@@H](N(C)C)[C@H](O)[C@@H](C)O3)c1O)C2=O
InChIKey:
NYJGMJFBEVSQNN-CNRHASOASA-N
InChI:
InChI=1S/C24H27NO8/c1-9-17-19(24-15(31-9)8-16(26)33-24)22(29)12-6-5-11(21(28)18(12)23(17)30)14-7-13(25(3)4)20(27)10(2)32-14/h5-6,9-10,13-15,20,24,27-28H,7-8H2,1-4H3/t9-,10-,13-,14-,15-,20-,24+/m1/s1
Calculated Properties
ALogP:
1.312 lipophilicity
TPSA:
122.60 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
9
Rotatable Bonds:
2
Ring Count:
5
(1 aromatic)
Chiral Centers:
7
Fsp³:
0.5417 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001436
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Naphthalenes
Polycyclic aromatic polyketides
NPClassifier Class:
Angucyclines
Naphthoquinones
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.