SCS-C007867
mccrearamycin E
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 malaysiensis
(NA)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
Streptomyces malaysiensis
South China Sea
DOI:
10.1021/acs.jnatprod.1c00297
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
608.7 Da
Threshold ≤ 500
ALogP
1.23
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
11
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C30H44N2O11
Molecular Weight:
608.6850 Da
SMILES:
COC(=O)[C@@]1(O)C(OC)=C2C[C@@H](C)C[C@H](OC)[C@H](O)[C@@H](C)/C=C(\C)[C@H](OC(N)=O)[C@@H](OC)/C=C\C=C(/C)C(=O)N[C@@H]1C2=O
InChIKey:
XIHYGRHIKUCIRI-KTTRJUEPSA-N
InChI:
InChI=1S/C30H44N2O11/c1-15-12-19-23(34)25(30(38,26(19)41-7)28(36)42-8)32-27(35)16(2)10-9-11-20(39-5)24(43-29(31)37)18(4)14-17(3)22(33)21(13-15)40-6/h9-11,14-15,17,20-22,24-25,33,38H,12-13H2,1-8H3,(H2,31,37)(H,32,35)/b11-9-,16-10+,18-14+/t15-,17+,20+,21+,22-,24+,25-,30+/m1/s1
Calculated Properties
ALogP:
1.228 lipophilicity
TPSA:
192.94 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
11
Rotatable Bonds:
5
Ring Count:
2
(0 aromatic)
Chiral Centers:
8
Fsp³:
0.6000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007867
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.