Ligand profile

CHEMBL4516092

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03826 — Phosphoribosylaminoimidazole-succinocarboxamide synthase

Via homolog UniProt P22234 Formula C₂₀H₂₁ClN₆O₂

pchembl 7.60 ~25.1 nM

Mol. weight 412.88 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4516092
UniProt (similar protein): P22234
pchembl: 7.600 (~25.1 nM)
Target protein: KP13_03826

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 412.88 Da

LogP (Crippen) 2.63

H-bond donors 3

H-bond acceptors 7

TPSA 109.31 Å²

Rotatable bonds 5

Aromatic rings 3 / 4

Heavy atoms 29

Fraction sp³ C 0.25

Formula C₂₀H₂₁ClN₆O₂

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 109.3
−1 ≤ LogP ≤ 5 2.63

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 412.9
LogP ≤ 5 2.63
H-bond donors ≤ 5 3
H-bond acceptors ≤ 10 7

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 109.3

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Nc1nc(C(=O)Nc2cc(-c3ccc(CN4CCNCC4)nc3)ccc2Cl)co1

InChI

InChI=1S/C20H21ClN6O2/c21-16-4-2-13(9-17(16)25-19(28)18-12-29-20(22)26-18)14-1-3-15(24-10-14)11-27-7-5-23-6-8-27/h1-4,9-10,12,23H,5-8,11H2,(H2,22,26)(H,25,28)

InChIKey

SMVGWVVJRKDXHQ-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
Curation: pdb_similarity_tanimoto
Binding sites: PF01259

External resources

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

ChEMBL ChEMBL compound CHEMBL4516092 →
UniProt UniProt P22234 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4516092”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_03826.

PDB 7

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

Ligand PDB entry

ChEMBL 23

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)