Ligand profile

CHEMBL6003529

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_31805 — Sulfur carrier protein ThiS adenylyltransferase

Via homolog UniProt P22314 Formula C₂₄H₂₅N₅O₆S
pchembl 7.26 ~55.0 nM
Mol. weight 511.56 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL6003529
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 511.56 Da
LogP (Crippen) 1.93
H-bond donors 4
H-bond acceptors 10
TPSA 161.30 Ų
Rotatable bonds 8
Aromatic rings 4 / 5
Heavy atoms 36
Fraction sp³ C 0.25
Formula C₂₄H₂₅N₅O₆S

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 1.93
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 511.6
  • LogP ≤ 5 1.93
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 161.3
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(Oc5ccccc5)c4)nn23)[C@H](O)[C@@H]1O
InChI 
InChI=1S/C24H25N5O6S/c25-36(32,33)34-14-16-12-20(24(31)23(16)30)27-21-9-10-26-22-13-19(28-29(21)22)15-5-4-8-18(11-15)35-17-6-2-1-3-7-17/h1-11,13,16,20,23-24,27,30-31H,12,14H2,(H2,25,32,33)/t16-,20-,23-,24+/m1/s1
InChIKey 
HRSBOFUEDXCMBN-RWJCITIMSA-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
685795.0
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)