Ligand profile

CHEMBL5940945

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_31805 — Sulfur carrier protein ThiS adenylyltransferase

Via homolog UniProt P22314 Formula C₂₅H₂₇N₅O₅S
pchembl 7.26 ~55.0 nM
Mol. weight 509.59 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5940945
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 509.59 Da
LogP (Crippen) 1.73
H-bond donors 4
H-bond acceptors 9
TPSA 152.07 Ų
Rotatable bonds 8
Aromatic rings 4 / 5
Heavy atoms 36
Fraction sp³ C 0.28
Formula C₂₅H₂₇N₅O₅S

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 1.73
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 509.6
  • LogP ≤ 5 1.73
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • 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(-c4cccc(Cc5ccccc5)c4)nn23)[C@H](O)[C@@H]1O
InChI 
InChI=1S/C25H27N5O5S/c26-36(33,34)35-15-19-13-21(25(32)24(19)31)28-22-9-10-27-23-14-20(29-30(22)23)18-8-4-7-17(12-18)11-16-5-2-1-3-6-16/h1-10,12,14,19,21,24-25,28,31-32H,11,13,15H2,(H2,26,33,34)/t19-,21-,24-,25+/m1/s1
InChIKey 
XBFRVNJVAJTVDV-PPZUDANNSA-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
685813.0
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)