Ligand profile

CHEMBL1242854

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2391 — MTA/SAH nucleosidase

Via homolog UniProt Q9KPI8 Formula C₁₄H₂₁N₅OS

pchembl 10.15 ~0.1 nM

Mol. weight 307.42 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL1242854
UniProt (similar protein): Q9KPI8
pchembl: 10.150 (~0.1 nM)
Target protein: VK055_2391

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 307.42 Da

LogP (Crippen) 1.09

H-bond donors 3

H-bond acceptors 6

TPSA 91.06 Å²

Rotatable bonds 5

Aromatic rings 2 / 3

Heavy atoms 21

Fraction sp³ C 0.57

Formula C₁₄H₂₁N₅OS

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy Check

Estimated from TPSA and LogP only: TPSA ≤ 90 Å² and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

TPSA ≤ 90 Å² 91.1
−1 ≤ LogP ≤ 5 1.09

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 307.4
LogP ≤ 5 1.09
H-bond donors ≤ 5 3
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 91.1

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCSC[C@H]1CN(Cc2c[nH]c3c(N)ncnc23)C[C@@H]1O

InChI

InChI=1S/C14H21N5OS/c1-2-21-7-10-5-19(6-11(10)20)4-9-3-16-13-12(9)17-8-18-14(13)15/h3,8,10-11,16,20H,2,4-7H2,1H3,(H2,15,17,18)/t10-,11+/m1/s1

InChIKey

OVKULNJFRTYROJ-MNOVXSKESA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method: LigQ nearest_k
Source: ChEMBL
Activity: Active
Binding sites: PF01048

External resources

Open this ligand in third-party databases and cheminformatics tools.

ChEMBL ChEMBL compound CHEMBL1242854 →
UniProt UniProt Q9KPI8 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL1242854”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_2391.

PDB 11

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 33

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)