apricitabine   Click here for help

GtoPdb Ligand ID: 12677

Synonyms: AVX-754 | AVX754 | BCH 10618 | BCH10618 | SPD-754 | SPD754
Compound class: Synthetic organic
Comment: Apricitabine is a nucleoside reverse transcriptase inhibitors (NRTI) class antiretriviral drug that is structurally related to lamivudine and emtricitabine. It is a cytidine derivative.
2D Structure
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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.

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

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). 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.

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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 113.45
Molecular weight 229.26
XLogP -1.59
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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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.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES C1=CN([C@H]2CO[C@@H](CO)S2)C(=O)N=C1N
Isomeric SMILES C1[C@@H](S[C@@H](O1)CO)N2C=CC(=NC2=O)N
InChI InChI=1S/C8H11N3O3S/c9-5-1-2-11(8(13)10-5)6-4-14-7(3-12)15-6/h1-2,6-7,12H,3-4H2,(H2,9,10,13)/t6-,7-/m1/s1
InChI Key RYMCFYKJDVMSIR-RNFRBKRXSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
International Nonproprietary Names Click here for help
INN number INN
8759 apricitabine
Synonyms Click here for help
AVX-754 | AVX754 | BCH 10618 | BCH10618 | SPD-754 | SPD754
Database Links Click here for help
ChEMBL Ligand CHEMBL210651
DrugBank Ligand DB12855
GtoPdb PubChem SID 483123225
PubChem CID 455041
Search Google for chemical match using the InChIKey RYMCFYKJDVMSIR-RNFRBKRXSA-N
Search Google for chemicals with the same backbone RYMCFYKJDVMSIR
Search PubMed clinical trials apricitabine
Search PubMed titles apricitabine
Search PubMed titles/abstracts apricitabine
UniChem Compound Search for chemical match using the InChIKey RYMCFYKJDVMSIR-RNFRBKRXSA-N
UniChem Connectivity Search for chemical match using the InChIKey RYMCFYKJDVMSIR-RNFRBKRXSA-N