SCS-C004914
nahuoic acid Dii
Pathway: Polyketides
Superclass: Cyclic polyketides
Class: Decalins with side chains
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
South China Sea
DOI:
10.1021/acs.jnatprod.5b00805
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
550.8 Da
Threshold ≤ 500
ALogP
4.48
Threshold ≤ 5
H-Bond Donors
6
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
2 violations (MW, HBD) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C32H54O7
Molecular Weight:
550.7770 Da
SMILES:
CC1=C[C@@]2(C)[C@@H]([C@@H](/C=C(\C)C(=O)O)[C@@H]1/C(C)=C/C[C@H](O)C[C@@H](O)C[C@@H](O)[C@H](C)[C@@H](O)C(C)C)[C@@H](C)CC[C@H]2O
InChIKey:
FIFPQTSKJBGJEM-RORVHTCTSA-N
InChI:
InChI=1S/C32H54O7/c1-17(2)30(37)22(7)26(35)15-24(34)14-23(33)11-9-18(3)28-21(6)16-32(8)27(36)12-10-19(4)29(32)25(28)13-20(5)31(38)39/h9,13,16-17,19,22-30,33-37H,10-12,14-15H2,1-8H3,(H,38,39)/b18-9+,20-13+/t19-,22-,23-,24+,25-,26+,27+,28+,29+,30-,32+/m0/s1
Calculated Properties
ALogP:
4.475 lipophilicity
TPSA:
138.45 Ų polar surface area
H-Bond Donors:
6
H-Bond Acceptors:
6
Rotatable Bonds:
12
Ring Count:
2
(0 aromatic)
Chiral Centers:
11
Fsp³:
0.7812 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004914
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Cyclic polyketides
NPClassifier Class:
Decalins with side chains
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.