Ligand profile

CHEMBL2418489

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03545 — Cysteine synthase B

Via homolog UniProt P9WP55 Formula C₂₁H₂₀N₂O₆S

pchembl 7.16 ~69.2 nM

Mol. weight 428.47 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL2418489
UniProt (similar protein): P9WP55
pchembl: 7.160 (~69.2 nM)
Target protein: KP13_03545

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 428.47 Da

LogP (Crippen) 3.64

H-bond donors 1

H-bond acceptors 7

TPSA 97.66 Å²

Rotatable bonds 6

Aromatic rings 2 / 3

Heavy atoms 30

Fraction sp³ C 0.19

Formula C₂₁H₂₀N₂O₆S

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 97.7
−1 ≤ LogP ≤ 5 3.64

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 428.5
LogP ≤ 5 3.64
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 7

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 97.7

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)cc(OC)c1OC

InChI

InChI=1S/C21H20N2O6S/c1-23-19(24)17(10-12-8-15(27-2)18(29-4)16(9-12)28-3)30-21(23)22-14-7-5-6-13(11-14)20(25)26/h5-11H,1-4H3,(H,25,26)/b17-10-,22-21-

InChIKey

UGFOHJQHNUTABP-DZHOKGPDSA-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 CHEMBL2418489 →
UniProt UniProt P9WP55 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL2418489”) →

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)