Ligand profile

CHEMBL3660743

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P05091 Formula C₂₅H₂₄N₂O₆S

pchembl 7.80 ~15.8 nM

Mol. weight 480.54 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3660743
UniProt (similar protein): P05091
pchembl: 7.800 (~15.8 nM)
Target protein: KP13_02494

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 480.54 Da

LogP (Crippen) 2.41

H-bond donors 2

H-bond acceptors 6

TPSA 116.92 Å²

Rotatable bonds 4

Aromatic rings 3 / 4

Heavy atoms 34

Fraction sp³ C 0.28

Formula C₂₅H₂₄N₂O₆S

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 2.41

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 480.5
LogP ≤ 5 2.41
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

CC(C)(O)C(=O)N1CC(C#Cc2ccc3c(=O)c(-c4ccc(NS(C)(=O)=O)cc4)coc3c2)C1

InChI

InChI=1S/C25H24N2O6S/c1-25(2,30)24(29)27-13-17(14-27)5-4-16-6-11-20-22(12-16)33-15-21(23(20)28)18-7-9-19(10-8-18)26-34(3,31)32/h6-12,15,17,26,30H,13-14H2,1-3H3

InChIKey

ZBZLHMCJFBTJGS-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: 244364
Binding sites: PF00171

External resources

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

ChEMBL ChEMBL compound CHEMBL3660743 →
UniProt UniProt P05091 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3660743”) →

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)