Ligand profile

CHEMBL4210133

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01311 — Methylmalonate semialdehyde dehydrogenase acylating

Via homolog UniProt P00352 Formula C₂₃H₂₂N₄O₃S₂

pchembl 7.70 ~20.0 nM

Mol. weight 466.59 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4210133
UniProt (similar protein): P00352
pchembl: 7.700 (~20.0 nM)
Target protein: KP13_01311

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 466.59 Da

LogP (Crippen) 3.24

H-bond donors 0

H-bond acceptors 6

TPSA 94.37 Å²

Rotatable bonds 4

Aromatic rings 3 / 5

Heavy atoms 32

Fraction sp³ C 0.35

Formula C₂₃H₂₂N₄O₃S₂

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 94.4
−1 ≤ LogP ≤ 5 3.24

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 466.6
LogP ≤ 5 3.24
H-bond donors ≤ 5 0
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 94.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CS(=O)(=O)N1CCN(C(=O)c2cnc3ccsc3c2-c2ccc(C3(C#N)CC3)cc2)CC1

InChI

InChI=1S/C23H22N4O3S2/c1-32(29,30)27-11-9-26(10-12-27)22(28)18-14-25-19-6-13-31-21(19)20(18)16-2-4-17(5-3-16)23(15-24)7-8-23/h2-6,13-14H,7-12H2,1H3

InChIKey

MDRAXOMAROCJHK-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
Binding sites: PF00171

External resources

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

ChEMBL ChEMBL compound CHEMBL4210133 →
UniProt UniProt P00352 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4210133”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_01311.

PDB 11

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)