Ligand profile

CHEMBL5762899

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_31805 — Sulfur carrier protein ThiS adenylyltransferase

Via homolog UniProt P22314 Formula C₁₉H₂₂ClN₅O₆S
pchembl 6.26 ~549.5 nM
Mol. weight 483.93 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5762899
UniProt (similar protein)
P22314
pchembl
6.260 (~549.5 nM)
Target protein
KP13_31805

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 483.93 Da
LogP (Crippen) 0.80
H-bond donors 4
H-bond acceptors 10
TPSA 161.30 Ų
Rotatable bonds 7
Aromatic rings 3 / 4
Heavy atoms 32
Fraction sp³ C 0.37
Formula C₁₉H₂₂ClN₅O₆S

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 161.3
  • −1 ≤ LogP ≤ 5 0.80
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 483.9
  • LogP ≤ 5 0.80
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 161.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(-c2cc3nc(Cl)cc(N[C@@H]4C[C@H](COS(N)(=O)=O)[C@@H](O)[C@H]4O)n3n2)cc1
InChI 
InChI=1S/C19H22ClN5O6S/c1-30-12-4-2-10(3-5-12)13-7-16-23-15(20)8-17(25(16)24-13)22-14-6-11(18(26)19(14)27)9-31-32(21,28)29/h2-5,7-8,11,14,18-19,22,26-27H,6,9H2,1H3,(H2,21,28,29)/t11-,14-,18-,19+/m1/s1
InChIKey 
PUMBIYVFJUTEPW-IHHCABKOSA-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
685758.0
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)