Ligand profile

CHEMBL1593896

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01981 — Chaperone protein dnaK

Via homolog UniProt P11021 Formula C₂₇H₃₇N₃O₄S
Mol. weight 499.68 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1593896
UniProt (similar protein)
P11021
Target protein
KP13_01981

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 499.68 Da
LogP (Crippen) 4.80
H-bond donors 2
H-bond acceptors 5
TPSA 87.74 Ų
Rotatable bonds 9
Aromatic rings 2 / 4
Heavy atoms 35
Fraction sp³ C 0.52
Formula C₂₇H₃₇N₃O₄S

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 87.7
  • −1 ≤ LogP ≤ 5 4.80
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 499.7
  • LogP ≤ 5 4.80
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 87.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCOc1ccc(S(=O)(=O)Nc2cccc(C(=O)NCC3(N4CCCCC4)CCCCC3)c2)cc1
InChI 
InChI=1S/C27H37N3O4S/c1-2-34-24-12-14-25(15-13-24)35(32,33)29-23-11-9-10-22(20-23)26(31)28-21-27(16-5-3-6-17-27)30-18-7-4-8-19-30/h9-15,20,29H,2-8,16-19,21H2,1H3,(H,28,31)
InChIKey 
PCJPGFSVVSHLPA-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)