Ligand profile

CHEMBL1484765

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01981 — Chaperone protein dnaK

Via homolog UniProt P11021 Formula C₂₈H₂₇N₃O₄S
Mol. weight 501.61 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1484765
UniProt (similar protein)
P11021
Target protein
KP13_01981

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 501.61 Da
LogP (Crippen) 6.19
H-bond donors 3
H-bond acceptors 7
TPSA 102.68 Ų
Rotatable bonds 8
Aromatic rings 4 / 4
Heavy atoms 36
Fraction sp³ C 0.14
Formula C₂₈H₂₇N₃O₄S

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 102.7
  • −1 ≤ LogP ≤ 5 6.19
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 501.6
  • LogP ≤ 5 6.19
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 102.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(C(=O)c2sc(Nc3cccc(OC)c3)c(C(=O)Nc3cccc(C)c3C)c2N)cc1
InChI 
InChI=1S/C28H27N3O4S/c1-16-7-5-10-22(17(16)2)31-27(33)23-24(29)26(25(32)18-11-13-20(34-3)14-12-18)36-28(23)30-19-8-6-9-21(15-19)35-4/h5-15,30H,29H2,1-4H3,(H,31,33)
InChIKey 
IMDDFIBDDCKFBF-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)