Ligand profile

CHEMBL4646130

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01981 — Chaperone protein dnaK

Via homolog UniProt P38646 Formula C₂₁H₂₆N₄O₂S
pchembl 6.30 ~501.2 nM
Mol. weight 398.53 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4646130
UniProt (similar protein)
P38646
pchembl
6.300 (~501.2 nM)
Target protein
KP13_01981

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 398.53 Da
LogP (Crippen) 5.30
H-bond donors 2
H-bond acceptors 4
TPSA 70.44 Ų
Rotatable bonds 3
Aromatic rings 2 / 3
Heavy atoms 28
Fraction sp³ C 0.38
Formula C₂₁H₂₆N₄O₂S

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 70.4
  • −1 ≤ LogP ≤ 5 5.30
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 398.5
  • LogP ≤ 5 5.30
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 70.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CN1c2ccc(NC(=S)Nc3ccc([N+](=O)[O-])cc3)cc2C(C)(C)CC1(C)C
InChI 
InChI=1S/C21H26N4O2S/c1-20(2)13-21(3,4)24(5)18-11-8-15(12-17(18)20)23-19(28)22-14-6-9-16(10-7-14)25(26)27/h6-12H,13H2,1-5H3,(H2,22,23,28)
InChIKey 
SUVZRHVFMFADBQ-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
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)