Ligand profile

CHEMBL250941

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03274 — Succinyl-CoA ligase [ADP-forming] subunit alpha

Via homolog UniProt P53396 Formula C₂₃H₂₇Cl₂NO₅S
pchembl 6.43 ~371.5 nM
Mol. weight 500.44 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL250941
UniProt (similar protein)
P53396
pchembl
6.430 (~371.5 nM)
Target protein
KP13_03274

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 500.44 Da
LogP (Crippen) 6.12
H-bond donors 2
H-bond acceptors 5
TPSA 92.70 Ų
Rotatable bonds 6
Aromatic rings 2 / 3
Heavy atoms 32
Fraction sp³ C 0.43
Formula C₂₃H₂₇Cl₂NO₅S

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 92.7
  • −1 ≤ LogP ≤ 5 6.12
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 500.4
  • LogP ≤ 5 6.12
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 92.7
PAINS Alert

Matches PAINS filter: sulfonamide_A(43). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC1CCC(C(C)C)C(OC(=O)c2ccccc2NS(=O)(=O)c2cc(Cl)cc(Cl)c2O)C1
InChI 
InChI=1S/C23H27Cl2NO5S/c1-13(2)16-9-8-14(3)10-20(16)31-23(28)17-6-4-5-7-19(17)26-32(29,30)21-12-15(24)11-18(25)22(21)27/h4-7,11-14,16,20,26-27H,8-10H2,1-3H3
InChIKey 
LXKDAESPBPCSJF-UHFFFAOYSA-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
PF16114

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_03274.

PDB 12

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 55

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)