Ligand profile

CHEMBL2418505

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03545 — Cysteine synthase B

Via homolog UniProt P9WP55 Formula C₂₁H₂₀N₂O₅S

pchembl 7.25 ~56.2 nM

Mol. weight 412.47 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL2418505
UniProt (similar protein): P9WP55
pchembl: 7.250 (~56.2 nM)
Target protein: KP13_03545

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 412.47 Da

LogP (Crippen) 4.03

H-bond donors 1

H-bond acceptors 6

TPSA 88.43 Å²

Rotatable bonds 6

Aromatic rings 2 / 3

Heavy atoms 29

Fraction sp³ C 0.19

Formula C₂₁H₂₀N₂O₅S

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 88.4
−1 ≤ LogP ≤ 5 4.03

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 412.5
LogP ≤ 5 4.03
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 88.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCN1C(=O)/C(=C/c2ccc(OC)c(OC)c2)S/C1=N\c1cccc(C(=O)O)c1

InChI

InChI=1S/C21H20N2O5S/c1-4-23-19(24)18(11-13-8-9-16(27-2)17(10-13)28-3)29-21(23)22-15-7-5-6-14(12-15)20(25)26/h5-12H,4H2,1-3H3,(H,25,26)/b18-11-,22-21-

InChIKey

LJOOPVVZSJRTBO-ZSMCLDEPSA-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 CHEMBL2418505 →
UniProt UniProt P9WP55 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL2418505”) →

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)