Ligand profile

CHEMBL4544750

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2379 — 1-deoxy-D-xylulose 5-phosphate reductoisomerase

Via homolog UniProt W8T2T2 Formula C₁₁H₁₆NO₇PS

pchembl 6.17 ~676.1 nM

Mol. weight 337.29 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4544750
UniProt (similar protein): W8T2T2
pchembl: 6.170 (~676.1 nM)
Target protein: VK055_2379

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 337.29 Da

LogP (Crippen) 1.12

H-bond donors 4

H-bond acceptors 6

TPSA 125.32 Å²

Rotatable bonds 7

Aromatic rings 1 / 1

Heavy atoms 21

Fraction sp³ C 0.36

Formula C₁₁H₁₆NO₇PS

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 125.3
−1 ≤ LogP ≤ 5 1.12

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 337.3
LogP ≤ 5 1.12
H-bond donors ≤ 5 4
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 7
TPSA ≤ 140 Å² 125.3

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COc1cc(OC)cc(C(SCC(=O)NO)P(=O)(O)O)c1

InChI

InChI=1S/C11H16NO7PS/c1-18-8-3-7(4-9(5-8)19-2)11(20(15,16)17)21-6-10(13)12-14/h3-5,11,14H,6H2,1-2H3,(H,12,13)(H2,15,16,17)

InChIKey

XGGBDHVHUYHYBD-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: PF02670' 'PF08436

External resources

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

ChEMBL ChEMBL compound CHEMBL4544750 →
UniProt UniProt W8T2T2 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4544750”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_2379.

PDB 7

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

Ligand PDB entry

ChEMBL 41

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)