Ligand profile

CHEMBL4585820

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03826 — Phosphoribosylaminoimidazole-succinocarboxamide synthase

Via homolog UniProt P22234 Formula C₁₉H₂₂ClN₇O₂

pchembl 7.60 ~25.1 nM

Mol. weight 415.89 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4585820
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 415.89 Da

LogP (Crippen) 1.93

H-bond donors 3

H-bond acceptors 8

TPSA 114.24 Å²

Rotatable bonds 6

Aromatic rings 3 / 4

Heavy atoms 29

Fraction sp³ C 0.32

Formula C₁₉H₂₂ClN₇O₂

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 114.2
−1 ≤ LogP ≤ 5 1.93

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 415.9
LogP ≤ 5 1.93
H-bond donors ≤ 5 3
H-bond acceptors ≤ 10 8

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 114.2

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Nc1nc(C(=O)Nc2cc(-c3cnn(CCN4CCNCC4)c3)ccc2Cl)co1

InChI

InChI=1S/C19H22ClN7O2/c20-15-2-1-13(9-16(15)24-18(28)17-12-29-19(21)25-17)14-10-23-27(11-14)8-7-26-5-3-22-4-6-26/h1-2,9-12,22H,3-8H2,(H2,21,25)(H,24,28)

InChIKey

BRIPLYFWWJLVON-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 CHEMBL4585820 →
UniProt UniProt P22234 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4585820”) →

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)