Ligand profile

CHEMBL3660726

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P05091 Formula C₂₆H₂₆N₂O₆S

pchembl 8.05 ~8.9 nM

Mol. weight 494.57 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3660726
UniProt (similar protein): P05091
pchembl: 8.050 (~8.9 nM)
Target protein: KP13_02494

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 494.57 Da

LogP (Crippen) 4.05

H-bond donors 1

H-bond acceptors 6

TPSA 105.92 Å²

Rotatable bonds 3

Aromatic rings 3 / 4

Heavy atoms 35

Fraction sp³ C 0.31

Formula C₂₆H₂₆N₂O₆S

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 105.9
−1 ≤ LogP ≤ 5 4.05

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 494.6
LogP ≤ 5 4.05
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 3
TPSA ≤ 140 Å² 105.9

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

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

InChI

InChI=1S/C26H26N2O6S/c1-26(2,3)34-25(30)28-14-18(15-28)6-5-17-7-12-21-23(13-17)33-16-22(24(21)29)19-8-10-20(11-9-19)27-35(4,31)32/h7-13,16,18,27H,14-15H2,1-4H3

InChIKey

UAKMSAWCEWOWGK-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: 244347
Binding sites: PF00171

External resources

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

ChEMBL ChEMBL compound CHEMBL3660726 →
UniProt UniProt P05091 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3660726”) →

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)