Ligand profile

CHEMBL2418487

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03545 — Cysteine synthase B

Via homolog UniProt P9WP55 Formula C₂₀H₁₉N₃O₃S

pchembl 7.43 ~37.2 nM

Mol. weight 381.46 Da

Permeability High

PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL2418487
UniProt (similar protein): P9WP55
pchembl: 7.430 (~37.2 nM)
Target protein: KP13_03545

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 381.46 Da

LogP (Crippen) 3.68

H-bond donors 1

H-bond acceptors 5

TPSA 73.21 Å²

Rotatable bonds 4

Aromatic rings 2 / 3

Heavy atoms 27

Fraction sp³ C 0.15

Formula C₂₀H₁₉N₃O₃S

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 73.2
−1 ≤ LogP ≤ 5 3.68

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 381.5
LogP ≤ 5 3.68
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 73.2

PAINS Alert

Matches PAINS filter: anil_di_alk_B(251). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CN1C(=O)/C(=C/c2ccc(N(C)C)cc2)S/C1=N\c1cccc(C(=O)O)c1

InChI

InChI=1S/C20H19N3O3S/c1-22(2)16-9-7-13(8-10-16)11-17-18(24)23(3)20(27-17)21-15-6-4-5-14(12-15)19(25)26/h4-12H,1-3H3,(H,25,26)/b17-11-,21-20-

InChIKey

KHLVLBMQIJPTHD-ICSPAVNMSA-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 CHEMBL2418487 →
UniProt UniProt P9WP55 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL2418487”) →

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)