Ligand profile

CHEMBL2418502

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03545 — Cysteine synthase B

Via homolog UniProt P9WP55 Formula C₁₉H₁₆N₂O₅S

pchembl 7.22 ~60.3 nM

Mol. weight 384.41 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL2418502
UniProt (similar protein): P9WP55
pchembl: 7.220 (~60.3 nM)
Target protein: KP13_03545

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 384.41 Da

LogP (Crippen) 3.33

H-bond donors 2

H-bond acceptors 6

TPSA 99.43 Å²

Rotatable bonds 4

Aromatic rings 2 / 3

Heavy atoms 27

Fraction sp³ C 0.11

Formula C₁₉H₁₆N₂O₅S

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 99.4
−1 ≤ LogP ≤ 5 3.33

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 384.4
LogP ≤ 5 3.33
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 99.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COc1cc(/C=C2\S/C(=N\c3cccc(C(=O)O)c3)N(C)C2=O)ccc1O

InChI

InChI=1S/C19H16N2O5S/c1-21-17(23)16(9-11-6-7-14(22)15(8-11)26-2)27-19(21)20-13-5-3-4-12(10-13)18(24)25/h3-10,22H,1-2H3,(H,24,25)/b16-9-,20-19-

InChIKey

WGCCUPABHFATCC-HFCQHAABSA-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: PF00291

External resources

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

ChEMBL ChEMBL compound CHEMBL2418502 →
UniProt UniProt P9WP55 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL2418502”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_03545.

PDB 8

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 14

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)