Ligand profile

CHEMBL5079973

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01146 — Peptidyl-dipeptidase dcp

Via homolog UniProt P52888 Formula C₁₆H₁₉N₅O
Mol. weight 297.36 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5079973
UniProt (similar protein)
P52888
Target protein
KP13_01146

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 297.36 Da
LogP (Crippen) 1.12
H-bond donors 4
H-bond acceptors 3
TPSA 99.59 Ų
Rotatable bonds 6
Aromatic rings 3 / 3
Heavy atoms 22
Fraction sp³ C 0.25
Formula C₁₆H₁₉N₅O

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 99.6
  • −1 ≤ LogP ≤ 5 1.12
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 297.4
  • LogP ≤ 5 1.12
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 99.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
N[C@@H](Cc1c[nH]cn1)C(=O)NCCc1cc2ccccc2[nH]1
InChI 
InChI=1S/C16H19N5O/c17-14(8-13-9-18-10-20-13)16(22)19-6-5-12-7-11-3-1-2-4-15(11)21-12/h1-4,7,9-10,14,21H,5-6,8,17H2,(H,18,20)(H,19,22)/t14-/m0/s1
InChIKey 
VQEYOZLBJIZNCZ-AWEZNQCLSA-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
Active
Binding sites
PF01432

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_01146.

PDB 2

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

Ligand PDB entry

ChEMBL 4

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)