Ligand profile

CHEMBL5747752

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_31805 — Sulfur carrier protein ThiS adenylyltransferase

Via homolog UniProt P22314 Formula C₂₅H₂₅N₅O₆S
pchembl 7.26 ~55.0 nM
Mol. weight 523.57 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5747752
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 523.57 Da
LogP (Crippen) 1.37
H-bond donors 4
H-bond acceptors 10
TPSA 169.14 Ų
Rotatable bonds 8
Aromatic rings 4 / 5
Heavy atoms 37
Fraction sp³ C 0.24
Formula C₂₅H₂₅N₅O₆S

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 169.1
  • −1 ≤ LogP ≤ 5 1.37
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 523.6
  • LogP ≤ 5 1.37
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 169.1
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(C(=O)c5ccccc5)c4)nn23)[C@H](O)[C@@H]1O
InChI 
InChI=1S/C25H25N5O6S/c26-37(34,35)36-14-18-12-20(25(33)24(18)32)28-21-9-10-27-22-13-19(29-30(21)22)16-7-4-8-17(11-16)23(31)15-5-2-1-3-6-15/h1-11,13,18,20,24-25,28,32-33H,12,14H2,(H2,26,34,35)/t18-,20-,24-,25+/m1/s1
InChIKey 
RIJVXPSEZBXRBU-KAORUIQYSA-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
685817.0
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)