Ligand profile

CHEMBL4209722

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01311 — Methylmalonate semialdehyde dehydrogenase acylating

Via homolog UniProt P00352 Formula C₂₆H₂₆N₄O₄S

pchembl 8.15 ~7.1 nM

Mol. weight 490.59 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4209722
UniProt (similar protein): P00352
pchembl: 8.150 (~7.1 nM)
Target protein: KP13_01311

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 490.59 Da

LogP (Crippen) 3.18

H-bond donors 0

H-bond acceptors 6

TPSA 103.60 Å²

Rotatable bonds 5

Aromatic rings 3 / 5

Heavy atoms 35

Fraction sp³ C 0.35

Formula C₂₆H₂₆N₄O₄S

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 103.6
−1 ≤ LogP ≤ 5 3.18

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 490.6
LogP ≤ 5 3.18
H-bond donors ≤ 5 0
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 103.6

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COc1ccc2ncc(C(=O)N3CCN(S(C)(=O)=O)CC3)c(-c3ccc(C4(C#N)CC4)cc3)c2c1

InChI

InChI=1S/C26H26N4O4S/c1-34-20-7-8-23-21(15-20)24(18-3-5-19(6-4-18)26(17-27)9-10-26)22(16-28-23)25(31)29-11-13-30(14-12-29)35(2,32)33/h3-8,15-16H,9-14H2,1-2H3

InChIKey

RUQWMJKTMUWGIU-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 CHEMBL4209722 →
UniProt UniProt P00352 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4209722”) →

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)