Ligand profile

CHEMBL5087577

Bioactivity hit from ChEMBL on a similar protein.

Bound to: P10721

Via homolog UniProt P15056 Formula C₂₀H₂₁N₇O₃S₂

pchembl 10.15 ~0.1 nM

Mol. weight 471.57 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5087577
UniProt (similar protein): P15056
pchembl: 10.150 (~0.1 nM)
Target protein: P10721

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 471.57 Da

LogP (Crippen) 2.13

H-bond donors 2

H-bond acceptors 9

TPSA 115.96 Å²

Rotatable bonds 6

Aromatic rings 4 / 5

Heavy atoms 32

Fraction sp³ C 0.25

Formula C₂₀H₂₁N₇O₃S₂

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 116.0
−1 ≤ LogP ≤ 5 2.13

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 471.6
LogP ≤ 5 2.13
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 9

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 116.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CN1CCN(CCNc2nccc(-c3c(-c4cccc(O)c4)nc4sccn34)n2)S1(=O)=O

InChI

InChI=1S/C20H21N7O3S2/c1-25-9-10-26(32(25,29)30)8-7-22-19-21-6-5-16(23-19)18-17(14-3-2-4-15(28)13-14)24-20-27(18)11-12-31-20/h2-6,11-13,28H,7-10H2,1H3,(H,21,22,23)

InChIKey

WBOYUDKCKRWVNR-UHFFFAOYSA-N

Provenance

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

Method: LigQ domain
Source: ChEMBL
Curation: pdb_similarity_tanimoto
Binding sites: PF07714

External resources

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

ChEMBL ChEMBL compound CHEMBL5087577 →
UniProt UniProt P15056 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5087577”) →

Other ligands for this protein

Quick navigation to other ligands bound to P10721.

PDB 233

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

Ligand PDB entry

ChEMBL 99

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)