loxoribine   Click here for help

GtoPdb Ligand ID: 5018

Synonyms: 7-allyl-7,8-dihydro-8-oxo-guanosine
PDB Ligand
Compound class: Synthetic organic
2D Structure
Click here for help

2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

✖
Hydrogen bond acceptors 8
Hydrogen bond donors 5
Rotatable bonds 4
Topological polar surface area 168.62
Molecular weight 339.12
XLogP -0.42
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help

SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

✖
Canonical SMILES C=CCn1c(=O)n(c2c1c(=O)nc([nH]2)N)C1OC(C(C1O)O)CO
Isomeric SMILES C=CCn1c(=O)n(c2c1c(=O)nc([nH]2)N)[C@@H]1O[C@@H]([C@H]([C@H]1O)O)CO
InChI InChI=1S/C13H17N5O6/c1-2-3-17-6-9(15-12(14)16-10(6)22)18(13(17)23)11-8(21)7(20)5(4-19)24-11/h2,5,7-8,11,19-21H,1,3-4H2,(H3,14,15,16,22)/t5-,7-,8-,11-/m1/s1
InChI Key VDCRFBBZFHHYGT-IOSLPCCCSA-N

For advanced searching click here to open chemical structure editor

Similar Ligands Click here for help
4-thio-UTP
Click here for ligand page
Targets
P2Y2 receptor
5BrUTP
Click here for ligand page
Targets
P2Y2 receptor; P2Y6 receptor
MRS2698
Click here for ligand page
Targets
P2Y2 receptor
uridine triphosphate
Click here for ligand page
Targets
P2Y11 receptor; P2Y2 receptor; P2Y4 receptor; P2Y6 receptor
UTPγS
Click here for ligand page
Targets
P2Y2 receptor; P2Y4 receptor
diquafosol
Click here for ligand page
Targets
P2Y2 receptor; P2Y4 receptor
denufosol
Click here for ligand page
Targets
P2Y2 receptor; P2Y4 receptor
(N)methanocarba-UTP
Click here for ligand page
Targets
P2Y4 receptor
CTP
Click here for ligand page
Targets
P2Y4 receptor
guanosine-5'-triphosphate
Click here for ligand page
Targets
Kir6.1; P2Y4 receptor; Vesicular nucleotide transporter
ITP
Click here for ligand page
Targets
P2Y4 receptor
3-phenacyl-UDP
Click here for ligand page
Targets
P2Y6 receptor
INS48823
Click here for ligand page
Targets
P2Y6 receptor
MRS2693
Click here for ligand page
Targets
P2Y6 receptor
MRS2782
Click here for ligand page
Targets
P2Y6 receptor
uridine diphosphate
Click here for ligand page
Targets
GPR17; Kir6.1; P2Y14 receptor; P2Y6 receptor
UDP-β-S
Click here for ligand page
Targets
P2Y6 receptor
Up3U
Click here for ligand page
Targets
P2Y6 receptor
UDP N-acetyl-glucosamine
Click here for ligand page
Targets
P2Y14 receptor; UDP-N-acetylglucosamine transporter; UDP-galactose transporter; YEA
UDP-galactose
Click here for ligand page
Targets
GPR17; P2Y14 receptor; UDP-galactose transporter
UDP-glucose
Click here for ligand page
Targets
GPR17; P2Y14 receptor
UDP-glucuronic acid
Click here for ligand page
Targets
P2Y14 receptor; UDP-glucuronic acid/UDP-N-acetylgalactosamine dual transporter
cyclic GMP
Click here for ligand page
Targets
CNGA1; CNGA2; CNGA3; HCN2; HCN4; phosphodiesterase 11A; phosphodiesterase 1C; phosphodiesterase 2A; phosphodiesterase 3A; phosphodiesterase 3B; phosphodiesterase 4D; phosphodiesterase 5A; phosphodiesterase 7A; phosphodiesterase 7B; phosphodiesterase 8B... click on ligand to see complete list
guanosine 5'-diphosphate
Click here for ligand page
Targets
Kir6.1; Vesicular nucleotide transporter
cADPR
Click here for ligand page
Targets
TRPM2
MRS2690
Click here for ligand page
Targets
P2Y14 receptor
2-thioUTP
Click here for ligand page
Targets
P2Y2 receptor
MRS2768
Click here for ligand page
Targets
P2Y2 receptor
MRS4062
Click here for ligand page
Targets
P2Y4 receptor
GTPγS
Click here for ligand page
Targets
Maxi Cl-; VRAC
inosine
Click here for ligand page
Targets
Equilibrative nucleoside transporter 1; Equilibrative nucleoside transporter 2; Equilibrative nucleoside transporter 3; Sodium/nucleoside cotransporter 2; Solute carrier family 28 member 3
uridine
Click here for ligand page
Targets
Equilibrative nucleoside transporter 1; Equilibrative nucleoside transporter 2; Equilibrative nucleoside transporter 3; Sodium-dependent nucleobase transporter; Sodium/nucleoside cotransporter 1; Solute carrier family 28 member 3
GDP-fucose
Click here for ligand page
Targets
GDP-Fucose transporter
5-fluorouridine
Click here for ligand page
Targets
Solute carrier family 28 member 3
thymidine
Click here for ligand page
Targets
Equilibrative nucleoside transporter 1; Equilibrative nucleoside transporter 2; Equilibrative nucleoside transporter 3; Sodium/nucleoside cotransporter 1; Sodium/nucleoside cotransporter 2; Solute carrier family 28 member 3
UDP-xylose
Click here for ligand page
Targets
YEA
UDP-N-acetylgalactosamine
Click here for ligand page
Targets
HFRC1; UDP-glucuronic acid/UDP-N-acetylgalactosamine dual transporter
floxuridine
Click here for ligand page
Targets
Equilibrative nucleoside transporter 1; Equilibrative nucleoside transporter 3; Solute carrier family 28 member 3
pentostatin
Click here for ligand page
Targets
Adenosine deaminase; Equilibrative nucleoside transporter 1
zidovudine
Click here for ligand page
Targets
Equilibrative nucleoside transporter 2; Equilibrative nucleoside transporter 3; Sodium/nucleoside cotransporter 1; Solute carrier family 28 member 3
didanosine
Click here for ligand page
Targets
Equilibrative nucleoside transporter 1; Equilibrative nucleoside transporter 3; Sodium/nucleoside cotransporter 2; Solute carrier family 28 member 3
poly(I:C)
Click here for ligand page
Targets
TLR3
2'-deoxyinosine
Click here for ligand page
5'-dGMP
Click here for ligand page
Targets
Ecto-5'-Nucleotidase
5'-GMP
Click here for ligand page
Targets
Ecto-5'-Nucleotidase
5'-inosine monophosphate
Click here for ligand page
Targets
Ecto-5'-Nucleotidase
5'-UMP
Click here for ligand page
Targets
Ecto-5'-Nucleotidase
GDPβS
Click here for ligand page
TTP
Click here for ligand page
PSB1114
Click here for ligand page
Targets
P2Y2 receptor
MRS2957
Click here for ligand page
Targets
P2Y6 receptor
MRS2905
Click here for ligand page
Targets
P2Y14 receptor
MRS2802
Click here for ligand page
Targets
P2Y14 receptor
MRS2927
Click here for ligand page
Targets
P2Y4 receptor
N4-phenylethoxycytidine-5'-triphosphate
Click here for ligand page
Targets
P2Y4 receptor
2-thio-UDP
Click here for ligand page
Targets
P2Y14 receptor
α.β-methylene-2-thio-UDP
Click here for ligand page
Targets
P2Y14 receptor
cyclic CMP
Click here for ligand page
Targets
HCN2
nelarabine
Click here for ligand page
trifluridine
Click here for ligand page
agatolimod
Click here for ligand page
Targets
TLR9
Rp-8-Br-cGMPS
Click here for ligand page
Targets
null