Ligand profile

CHEMBL5869739

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02722 — Agmatinase

Via homolog UniProt P78540 Formula C₁₇H₂₆BClN₂O₄

pchembl 6.20 ~631.0 nM

Mol. weight 368.67 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5869739
UniProt (similar protein): P78540
pchembl: 6.200 (~631.0 nM)
Target protein: KP13_02722

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 368.67 Da

LogP (Crippen) 1.24

H-bond donors 4

H-bond acceptors 5

TPSA 107.02 Å²

Rotatable bonds 9

Aromatic rings 1 / 2

Heavy atoms 25

Fraction sp³ C 0.59

Formula C₁₇H₂₆BClN₂O₄

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 107.0
−1 ≤ LogP ≤ 5 1.24

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 368.7
LogP ≤ 5 1.24
H-bond donors ≤ 5 4
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 9
TPSA ≤ 140 Å² 107.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

N[C@@]1(C(=O)O)CN(CCCc2ccc(Cl)cc2)C[C@@H]1CCCB(O)O

InChI

InChI=1S/C17H26BClN2O4/c19-15-7-5-13(6-8-15)3-2-10-21-11-14(4-1-9-18(24)25)17(20,12-21)16(22)23/h5-8,14,24-25H,1-4,9-12,20H2,(H,22,23)/t14-,17-/m0/s1

InChIKey

YUJVBLXPALMASM-YOEHRIQHSA-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
Activity: 553965.0
Binding sites: PF00491

External resources

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

ChEMBL ChEMBL compound CHEMBL5869739 →
UniProt UniProt P78540 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5869739”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_02722.

PDB 12

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)