Ligand profile

CHEMBL5749833

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02722 — Agmatinase

Via homolog UniProt P78540 Formula C₁₈H₂₇BClN₃O₄
pchembl 6.00 ~1.0 µM
Mol. weight 395.70 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5749833
UniProt (similar protein)
P78540
pchembl
6.000 (~1.0 µM)
Target protein
KP13_02722

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 395.70 Da
LogP (Crippen) 0.32
H-bond donors 5
H-bond acceptors 6
TPSA 119.05 Ų
Rotatable bonds 7
Aromatic rings 1 / 3
Heavy atoms 27
Fraction sp³ C 0.61
Formula C₁₈H₂₇BClN₃O₄

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 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 119.1
  • −1 ≤ LogP ≤ 5 0.32
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 395.7
  • LogP ≤ 5 0.32
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 119.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
N[C@@]1(C(=O)O)CN(CC2Cc3cc(Cl)ccc3CN2)C[C@@H]1CCCB(O)O
InChI 
InChI=1S/C18H27BClN3O4/c20-15-4-3-12-8-22-16(7-13(12)6-15)10-23-9-14(2-1-5-19(26)27)18(21,11-23)17(24)25/h3-4,6,14,16,22,26-27H,1-2,5,7-11,21H2,(H,24,25)/t14-,16?,18-/m0/s1
InChIKey 
AJMFAHAHHSCGQI-NIQRUEKDSA-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
893591.0
Binding sites
PF00491

External resources

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

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)