Ligand profile

CHEMBL5283146

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_04095 — Aldehyde dehydrogenase

Via homolog UniProt O94788 Formula C₂₁H₂₃FN₂O₂
pchembl 7.00 ~100.0 nM
Mol. weight 354.43 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5283146
UniProt (similar protein)
O94788
pchembl
7.000 (~100.0 nM)
Target protein
KP13_04095

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 354.43 Da
LogP (Crippen) 3.93
H-bond donors 1
H-bond acceptors 3
TPSA 41.57 Ų
Rotatable bonds 5
Aromatic rings 2 / 4
Heavy atoms 26
Fraction sp³ C 0.38
Formula C₂₁H₂₃FN₂O₂

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 41.6
  • −1 ≤ LogP ≤ 5 3.93
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 354.4
  • LogP ≤ 5 3.93
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 41.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C1CCc2cc(OCCN3CCCC3c3cccc(F)c3)ccc2N1
InChI 
InChI=1S/C21H23FN2O2/c22-17-4-1-3-16(13-17)20-5-2-10-24(20)11-12-26-18-7-8-19-15(14-18)6-9-21(25)23-19/h1,3-4,7-8,13-14,20H,2,5-6,9-12H2,(H,23,25)
InChIKey 
ZHGIASFMHGIOQA-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
PF00171

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_04095.

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)