Ligand profile

CHEMBL4860183

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1346 — hypothetical protein

Via homolog UniProt Q9NXA8 Formula C₂₄H₃₀N₆O₄S

Mol. weight 498.61 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4860183
UniProt (similar protein): Q9NXA8
Target protein: VK055_1346

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 498.61 Da

LogP (Crippen) 2.66

H-bond donors 5

H-bond acceptors 7

TPSA 141.26 Å²

Rotatable bonds 13

Aromatic rings 3 / 3

Heavy atoms 35

Fraction sp³ C 0.38

Formula C₂₄H₃₀N₆O₄S

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 141.3
−1 ≤ LogP ≤ 5 2.66

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 498.6
LogP ≤ 5 2.66
H-bond donors ≤ 5 5
H-bond acceptors ≤ 10 7

Veber's rules Fail

Rotatable bonds ≤ 10 13
TPSA ≤ 140 Å² 141.3

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCOC(=O)c1cnc(CCc2c[nH]c3ccccc23)nc1NCCCNC(=S)NCCC(=O)O

InChI

InChI=1S/C24H30N6O4S/c1-2-34-23(33)18-15-29-20(9-8-16-14-28-19-7-4-3-6-17(16)19)30-22(18)25-11-5-12-26-24(35)27-13-10-21(31)32/h3-4,6-7,14-15,28H,2,5,8-13H2,1H3,(H,31,32)(H,25,29,30)(H2,26,27,35)

InChIKey

QTVOPLNICFPHFV-UHFFFAOYSA-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: PF02146

External resources

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

ChEMBL ChEMBL compound CHEMBL4860183 →
UniProt UniProt Q9NXA8 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4860183”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_1346.

PDB 21

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

Ligand PDB entry

ChEMBL 84

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)