Ligand profile

CHEMBL3660741

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P05091 Formula C₂₃H₂₀N₂O₆S

pchembl 7.82 ~15.1 nM

Mol. weight 452.49 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3660741
UniProt (similar protein): P05091
pchembl: 7.820 (~15.1 nM)
Target protein: KP13_02494

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 452.49 Da

LogP (Crippen) 1.63

H-bond donors 2

H-bond acceptors 6

TPSA 116.92 Å²

Rotatable bonds 4

Aromatic rings 3 / 4

Heavy atoms 32

Fraction sp³ C 0.22

Formula C₂₃H₂₀N₂O₆S

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 116.9
−1 ≤ LogP ≤ 5 1.63

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 452.5
LogP ≤ 5 1.63
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 116.9

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CS(=O)(=O)Nc1ccc(-c2coc3cc(C#CC4CN(C(=O)CO)C4)ccc3c2=O)cc1

InChI

InChI=1S/C23H20N2O6S/c1-32(29,30)24-18-7-5-17(6-8-18)20-14-31-21-10-15(4-9-19(21)23(20)28)2-3-16-11-25(12-16)22(27)13-26/h4-10,14,16,24,26H,11-13H2,1H3

InChIKey

LRCAQQUMCJEACI-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: 244362
Binding sites: PF00171

External resources

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

ChEMBL ChEMBL compound CHEMBL3660741 →
UniProt UniProt P05091 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3660741”) →

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)