Ligand profile

CHEMBL256831

Bioactivity hit from ChEMBL on a similar protein.

Bound to: HT085_RS00175 — 1-deoxy-D-xylulose-5-phosphate synthase

Via homolog UniProt P29401 Formula C₁₄H₁₉N₄O₂S⁺

pchembl 7.64 ~22.9 nM

Mol. weight 307.40 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL256831
UniProt (similar protein): P29401
pchembl: 7.640 (~22.9 nM)
Target protein: HT085_RS00175

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 307.40 Da

LogP (Crippen) 0.86

H-bond donors 3

H-bond acceptors 5

TPSA 92.12 Å²

Rotatable bonds 5

Aromatic rings 2 / 2

Heavy atoms 21

Fraction sp³ C 0.36

Formula C₁₄H₁₉N₄O₂S⁺

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 92.1
−1 ≤ LogP ≤ 5 0.86

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 307.4
LogP ≤ 5 0.86
H-bond donors ≤ 5 3
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 92.1

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CC(=O)Nc1ccc(C[n+]2csc(CCO)c2C)c(N)n1

InChI

InChI=1S/C14H18N4O2S/c1-9-12(5-6-19)21-8-18(9)7-11-3-4-13(16-10(2)20)17-14(11)15/h3-4,8,19H,5-7H2,1-2H3,(H2-,15,16,17,20)/p+1

InChIKey

IIDHFPRCUXZGGE-UHFFFAOYSA-O

Provenance

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

Method: LigQ nearest_k
Source: ChEMBL
Curation: pdb_similarity_tanimoto
Binding sites: PF00456' 'PF02779

External resources

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

ChEMBL ChEMBL compound CHEMBL256831 →
UniProt UniProt P29401 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL256831”) →

Other ligands for this protein

Quick navigation to other ligands bound to HT085_RS00175.

PDB 10

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

Ligand PDB entry

ChEMBL 29

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)