Ligand profile

CHEMBL5971124

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_31805 — Sulfur carrier protein ThiS adenylyltransferase

Via homolog UniProt P22314 Formula C₂₀H₂₂N₆O₅S
pchembl 7.26 ~55.0 nM
Mol. weight 458.50 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5971124
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 458.50 Da
LogP (Crippen) 0.62
H-bond donors 5
H-bond acceptors 9
TPSA 167.86 Ų
Rotatable bonds 6
Aromatic rings 4 / 5
Heavy atoms 32
Fraction sp³ C 0.30
Formula C₂₀H₂₂N₆O₅S

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 167.9
  • −1 ≤ LogP ≤ 5 0.62
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 458.5
  • LogP ≤ 5 0.62
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 167.9
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(-c4ccc5[nH]ccc5c4)nn23)[C@H](O)[C@@H]1O
InChI 
InChI=1S/C20H22N6O5S/c21-32(29,30)31-10-13-8-16(20(28)19(13)27)24-17-4-6-23-18-9-15(25-26(17)18)11-1-2-14-12(7-11)3-5-22-14/h1-7,9,13,16,19-20,22,24,27-28H,8,10H2,(H2,21,29,30)/t13-,16-,19-,20+/m1/s1
InChIKey 
APJANDAVERUGOK-JMLZYGAQSA-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
685818.0
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)