Ligand profile

CHEMBL6053122

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_31805 — Sulfur carrier protein ThiS adenylyltransferase

Via homolog UniProt P22314 Formula C₂₂H₂₁Cl₂N₅O₅S
pchembl 7.26 ~55.0 nM
Mol. weight 538.41 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL6053122
UniProt (similar protein)
P22314
pchembl
7.260 (~55.0 nM)
Target protein
KP13_31805

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 538.41 Da
LogP (Crippen) 2.60
H-bond donors 4
H-bond acceptors 9
TPSA 152.07 Ų
Rotatable bonds 6
Aromatic rings 4 / 5
Heavy atoms 35
Fraction sp³ C 0.27
Formula C₂₂H₂₁Cl₂N₅O₅S

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 152.1
  • −1 ≤ LogP ≤ 5 2.60
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 538.4
  • LogP ≤ 5 2.60
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 152.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
NS(=O)(=O)OC[C@H]1C[C@@H](Nc2ccnc3cc(-c4c(Cl)cc(Cl)c5ccccc45)nn23)[C@H](O)[C@@H]1O
InChI 
InChI=1S/C22H21Cl2N5O5S/c23-14-8-15(24)20(13-4-2-1-3-12(13)14)16-9-19-26-6-5-18(29(19)28-16)27-17-7-11(21(30)22(17)31)10-34-35(25,32)33/h1-6,8-9,11,17,21-22,27,30-31H,7,10H2,(H2,25,32,33)/t11-,17-,21-,22+/m1/s1
InChIKey 
KXDNYXMFALGPJQ-HEAVUYMWSA-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
685861.0
Curation
pdb_similarity_tanimoto
Binding sites
PF00899

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_31805.

PDB 9

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 29

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)