Ligand profile

CHEMBL3667538

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02494 — 5-carboxymethyl-2-hydroxymuconate semialdehyde dehydrogenase

Via homolog UniProt P05091 Formula C₂₀H₁₇ClN₂O₂

pchembl 7.64 ~22.9 nM

Mol. weight 352.82 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3667538
UniProt (similar protein): P05091
pchembl: 7.640 (~22.9 nM)
Target protein: KP13_02494

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 352.82 Da

LogP (Crippen) 3.93

H-bond donors 2

H-bond acceptors 2

TPSA 61.96 Å²

Rotatable bonds 4

Aromatic rings 3 / 3

Heavy atoms 25

Fraction sp³ C 0.10

Formula C₂₀H₁₇ClN₂O₂

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 62.0
−1 ≤ LogP ≤ 5 3.93

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 352.8
LogP ≤ 5 3.93
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 2

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 62.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1cccc(Cl)c1C(=O)NCc1ccc(-c2cc[nH]c(=O)c2)cc1

InChI

InChI=1S/C20H17ClN2O2/c1-13-3-2-4-17(21)19(13)20(25)23-12-14-5-7-15(8-6-14)16-9-10-22-18(24)11-16/h2-11H,12H2,1H3,(H,22,24)(H,23,25)

InChIKey

RGVVJYOVGIKMLY-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
Activity: 295045
Binding sites: PF00171

External resources

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

ChEMBL ChEMBL compound CHEMBL3667538 →
UniProt UniProt P05091 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3667538”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_02494.

PDB 15

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)