Ligand profile

CHEMBL5410658

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01743 — Xaa-Pro dipeptidase

Via homolog UniProt P12955 Formula C₁₉H₃₅N₃O₅
pchembl 6.04 ~912.0 nM
Mol. weight 385.51 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5410658
UniProt (similar protein)
P12955
pchembl
6.040 (~912.0 nM)
Target protein
KP13_01743

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 385.51 Da
LogP (Crippen) 0.42
H-bond donors 3
H-bond acceptors 6
TPSA 121.96 Ų
Rotatable bonds 9
Aromatic rings 0 / 1
Heavy atoms 27
Fraction sp³ C 0.84
Formula C₁₉H₃₅N₃O₅

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 122.0
  • −1 ≤ LogP ≤ 5 0.42
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 385.5
  • LogP ≤ 5 0.42
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 122.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COC(=O)[C@H](CC(C)C)NC(=O)[C@@H]1CCCN1C(=O)[C@@H](O)[C@H](N)CC(C)C
InChI 
InChI=1S/C19H35N3O5/c1-11(2)9-13(20)16(23)18(25)22-8-6-7-15(22)17(24)21-14(10-12(3)4)19(26)27-5/h11-16,23H,6-10,20H2,1-5H3,(H,21,24)/t13-,14+,15+,16+/m1/s1
InChIKey 
KIJPBYWZPRDUHB-UGUYLWEFSA-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
PF00557

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_01743.

PDB 5

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

Ligand PDB entry

ChEMBL 1

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)