Ligand profile

CHEMBL1492346

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01981 — Chaperone protein dnaK

Via homolog UniProt P11021 Formula C₂₈H₃₁N₃O
Mol. weight 425.58 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1492346
UniProt (similar protein)
P11021
Target protein
KP13_01981

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 425.58 Da
LogP (Crippen) 5.19
H-bond donors 0
H-bond acceptors 3
TPSA 36.44 Ų
Rotatable bonds 4
Aromatic rings 3 / 5
Heavy atoms 32
Fraction sp³ C 0.36
Formula C₂₈H₃₁N₃O

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 36.4
  • −1 ≤ LogP ≤ 5 5.19
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 425.6
  • LogP ≤ 5 5.19
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 36.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(c1ccncc1)N1CCC2(CCCN(C(c3ccccc3)c3ccccc3)C2)CC1
InChI 
InChI=1S/C28H31N3O/c32-27(25-12-17-29-18-13-25)30-20-15-28(16-21-30)14-7-19-31(22-28)26(23-8-3-1-4-9-23)24-10-5-2-6-11-24/h1-6,8-13,17-18,26H,7,14-16,19-22H2
InChIKey 
GNFFMWVVJSSUKO-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
Activity
active
Binding sites
PF00012

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_01981.

PDB 20

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)