Ligand profile

CHEMBL5177755

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_31805 — Sulfur carrier protein ThiS adenylyltransferase

Via homolog UniProt P22314 Formula C₂₅H₃₂N₈O₆S
pchembl 7.18 ~66.1 nM
Mol. weight 572.65 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5177755
UniProt (similar protein)
P22314
pchembl
7.180 (~66.1 nM)
Target protein
KP13_31805

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 572.65 Da
LogP (Crippen) 1.41
H-bond donors 3
H-bond acceptors 12
TPSA 187.68 Ų
Rotatable bonds 6
Aromatic rings 3 / 6
Heavy atoms 40
Fraction sp³ C 0.56
Formula C₂₅H₃₂N₈O₆S

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 187.7
  • −1 ≤ LogP ≤ 5 1.41
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 572.6
  • LogP ≤ 5 1.41
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 187.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COC(=O)N1CCC2(CC1)C[C@H](Nc1ncnc3c1nnn3[C@@H]1C[C@@H](COS(N)(=O)=O)[C@@H](O)C1)c1ccccc12
InChI 
InChI=1S/C25H32N8O6S/c1-38-24(35)32-8-6-25(7-9-32)12-19(17-4-2-3-5-18(17)25)29-22-21-23(28-14-27-22)33(31-30-21)16-10-15(20(34)11-16)13-39-40(26,36)37/h2-5,14-16,19-20,34H,6-13H2,1H3,(H2,26,36,37)(H,27,28,29)/t15-,16+,19-,20-/m0/s1
InChIKey 
FRCOPIZAOPFHPW-JSJNYSNDSA-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
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)