Ligand profile

CHEMBL4202680

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01311 — Methylmalonate semialdehyde dehydrogenase acylating

Via homolog UniProt P00352 Formula C₂₇H₂₇F₂N₅O₃S

pchembl 8.15 ~7.1 nM

Mol. weight 539.61 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4202680
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 539.61 Da

LogP (Crippen) 3.29

H-bond donors 0

H-bond acceptors 6

TPSA 97.61 Å²

Rotatable bonds 4

Aromatic rings 3 / 5

Heavy atoms 38

Fraction sp³ C 0.37

Formula C₂₇H₂₇F₂N₅O₃S

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 97.6
−1 ≤ LogP ≤ 5 3.29

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 539.6
LogP ≤ 5 3.29
H-bond donors ≤ 5 0
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 97.6

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CS(=O)(=O)N1CCN(C(=O)c2cnc3ccc(F)cc3c2N2CCC(C#N)(c3ccccc3F)CC2)CC1

InChI

InChI=1S/C27H27F2N5O3S/c1-38(36,37)34-14-12-33(13-15-34)26(35)21-17-31-24-7-6-19(28)16-20(24)25(21)32-10-8-27(18-30,9-11-32)22-4-2-3-5-23(22)29/h2-7,16-17H,8-15H2,1H3

InChIKey

WYSIPWHAEGOWSE-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 CHEMBL4202680 →
UniProt UniProt P00352 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4202680”) →

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)