Binder profile

CHEMBL5401816

Bioactivity hit from ChEMBL on a similar protein.

Bound to: PA4663 — molybdopterin biosynthesis protein MoeB

Via homolog UniProt Q9GZZ9 C11H11NO4

Mol. weight 221.21 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5401816
UniProt (similar protein): Q9GZZ9
Target protein: PA4663

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 221.21 Da

LogP (Crippen) 1.66

H-bond donors 2

H-bond acceptors 5

TPSA 71.81 Å²

Rotatable bonds 2

Aromatic rings 2 / 2

Heavy atoms 16

Fraction sp³ C 0.18

Formula C11H11NO4

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.

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 221.2
LogP ≤ 5 1.66
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 2
TPSA ≤ 140 Å² 71.8

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COc1c(O)nc2c(O)cccc2c1OC

InChI

InChI=1S/C11H11NO4/c1-15-9-6-4-3-5-7(13)8(6)12-11(14)10(9)16-2/h3-5,13H,1-2H3,(H,12,14)

InChIKey

GGHDZCVRYSXWSM-UHFFFAOYSA-N

Provenance

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

Method: LigQ nearest_k
Source: ChEMBL
Activity: Active
Binding sites: PF00899

External resources

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

ChEMBL ChEMBL compound CHEMBL5401816 →
UniProt UniProt Q9GZZ9 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5401816”) →

Other binders for this protein

Quick navigation to other ligands bound to PA4663.

PDB 4

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)