Ligand profile

CHEMBL271521

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P29401 Formula C₁₂H₁₆N₃OS⁺

pchembl 7.19 ~64.6 nM

Mol. weight 250.35 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL271521
UniProt (similar protein): P29401
pchembl: 7.190 (~64.6 nM)
Target protein: HT085_RS00175

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 250.35 Da

LogP (Crippen) 0.90

H-bond donors 2

H-bond acceptors 4

TPSA 63.02 Å²

Rotatable bonds 4

Aromatic rings 2 / 2

Heavy atoms 17

Fraction sp³ C 0.33

Formula C₁₂H₁₆N₃OS⁺

Drug-likeness

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

Permeability proxy High

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 63.0
−1 ≤ LogP ≤ 5 0.90

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 250.3
LogP ≤ 5 0.90
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 4

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 63.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1c(CCO)sc[n+]1Cc1cnccc1N

InChI

InChI=1S/C12H16N3OS/c1-9-12(3-5-16)17-8-15(9)7-10-6-14-4-2-11(10)13/h2,4,6,8,16H,3,5,7H2,1H3,(H2,13,14)/q+1

InChIKey

VIGNIFPTGMMAJL-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
Curation: pdb_similarity_tanimoto
Binding sites: PF00456' 'PF02779

External resources

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

ChEMBL ChEMBL compound CHEMBL271521 →
UniProt UniProt P29401 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL271521”) →

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)