Ligand profile

CHEMBL3660728

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P05091 Formula C₂₅H₂₂N₂O₅S
pchembl 8.30 ~5.0 nM
Mol. weight 462.53 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3660728
UniProt (similar protein)
P05091
pchembl
8.300 (~5.0 nM)
Target protein
KP13_02494

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 462.53 Da
LogP (Crippen) 3.05
H-bond donors 1
H-bond acceptors 5
TPSA 96.69 Ų
Rotatable bonds 4
Aromatic rings 3 / 5
Heavy atoms 33
Fraction sp³ C 0.28
Formula C₂₅H₂₂N₂O₅S

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 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 96.7
  • −1 ≤ LogP ≤ 5 3.05
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 462.5
  • LogP ≤ 5 3.05
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 96.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CS(=O)(=O)Nc1ccc(-c2coc3cc(C#CC4CN(C(=O)C5CC5)C4)ccc3c2=O)cc1
InChI 
InChI=1S/C25H22N2O5S/c1-33(30,31)26-20-9-7-18(8-10-20)22-15-32-23-12-16(4-11-21(23)24(22)28)2-3-17-13-27(14-17)25(29)19-5-6-19/h4,7-12,15,17,19,26H,5-6,13-14H2,1H3
InChIKey 
DPONBSDJZFURQC-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
244349
Binding sites
PF00171

External resources

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

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)