Ligand profile

CHEMBL4289139

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_15122 — Arabinose-proton symporter

Via homolog UniProt P11166 Formula C₃₂H₂₅ClFN₅O

pchembl 7.59 ~25.7 nM

Mol. weight 550.04 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4289139
UniProt (similar protein): P11166
pchembl: 7.590 (~25.7 nM)
Target protein: KP13_15122

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 550.04 Da

LogP (Crippen) 6.29

H-bond donors 0

H-bond acceptors 5

TPSA 64.64 Å²

Rotatable bonds 5

Aromatic rings 5 / 6

Heavy atoms 40

Fraction sp³ C 0.16

Formula C₃₂H₂₅ClFN₅O

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 64.6
−1 ≤ LogP ≤ 5 6.29

Lipinski's Rule of Five Fail 2 violations

MW ≤ 500 Da 550.0
LogP ≤ 5 6.29
H-bond donors ≤ 5 0
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 64.6

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

N#Cc1ccccc1-c1ccc2nc(-c3ccc(Cl)cc3)c(CN3CCN(C(=O)c4cccc(F)c4)CC3)n2c1

InChI

InChI=1S/C32H25ClFN5O/c33-26-11-8-22(9-12-26)31-29(21-37-14-16-38(17-15-37)32(40)23-5-3-6-27(34)18-23)39-20-25(10-13-30(39)36-31)28-7-2-1-4-24(28)19-35/h1-13,18,20H,14-17,21H2

InChIKey

RUUPYAJGKUONHI-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
Binding sites: PF00083

External resources

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

ChEMBL ChEMBL compound CHEMBL4289139 →
UniProt UniProt P11166 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4289139”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_15122.

PDB 4

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

Ligand PDB entry

ChEMBL 99

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)