Ligand profile

ZINC1497913

Virtual-screening candidate from ZINC.

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

Via homolog UniProt Q9RUB5 Formula C₂₃H₃₁N₄O₂S⁺

Tanimoto 0.59

Mol. weight 427.59 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: ZINC1497913
UniProt (similar protein): Q9RUB5
Tanimoto: 0.588
Target protein: HT085_RS00175

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 427.59 Da

LogP (Crippen) 3.23

H-bond donors 1

H-bond acceptors 6

TPSA 81.98 Å²

Rotatable bonds 6

Aromatic rings 2 / 6

Heavy atoms 30

Fraction sp³ C 0.65

Formula C₂₃H₃₁N₄O₂S⁺

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 82.0
−1 ≤ LogP ≤ 5 3.23

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 427.6
LogP ≤ 5 3.23
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 82.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1ncc(C[n+]2csc(CCOC(=O)C3C4CC5CC(C4)CC3C5)c2C)c(N)n1

InChI

InChI=1S/C23H31N4O2S/c1-13-20(30-12-27(13)11-19-10-25-14(2)26-22(19)24)3-4-29-23(28)21-17-6-15-5-16(8-17)9-18(21)7-15/h10,12,15-18,21H,3-9,11H2,1-2H3,(H2,24,25,26)/q+1

InChIKey

BBGVOZVJSIPVNI-UHFFFAOYSA-N

Provenance

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

Method: LigQ nearest_k
Query: CHEMBL2104121
Homolog: Q9RUB5

External resources

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

ZINC ZINC15 ZINC1497913 →
ZINC ZINC20 ZINC1497913 →
UniProt UniProt Q9RUB5 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “ZINC1497913”) →

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 30

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

Compound Potency (pchembl)

ZINC 49

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

Compound Similarity (Tanimoto)