Ligand profile

CHEMBL2063416

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00025 — ATP synthase subunit beta

Via homolog UniProt P06576 Formula C₃₃H₄₀N₄O₁₂S
Mol. weight 716.77 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2063416
UniProt (similar protein)
P06576
Target protein
KP13_00025

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 716.77 Da
LogP (Crippen) 1.65
H-bond donors 8
H-bond acceptors 13
TPSA 238.15 Ų
Rotatable bonds 18
Aromatic rings 3 / 5
Heavy atoms 50
Fraction sp³ C 0.45
Formula C₃₃H₄₀N₄O₁₂S

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 238.1
  • −1 ≤ LogP ≤ 5 1.65
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 716.8
  • LogP ≤ 5 1.65
  • H-bond donors ≤ 5 8
  • H-bond acceptors ≤ 10 13
Veber's rules Fail
  • Rotatable bonds ≤ 10 18
  • TPSA ≤ 140 Ų 238.1
PAINS Alert

Matches PAINS filter: catechol_A(92). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(CCCC[C@@H]1SC[C@@H]2NC(=O)N[C@@H]21)NCCOCCOCCNC(=O)COc1cc(O)c2c(=O)c(O)c(-c3ccc(O)c(O)c3)oc2c1
InChI 
InChI=1S/C33H40N4O12S/c38-21-6-5-18(13-22(21)39)32-31(44)30(43)28-23(40)14-19(15-24(28)49-32)48-16-27(42)35-8-10-47-12-11-46-9-7-34-26(41)4-2-1-3-25-29-20(17-50-25)36-33(45)37-29/h5-6,13-15,20,25,29,38-40,44H,1-4,7-12,16-17H2,(H,34,41)(H,35,42)(H2,36,37,45)/t20-,25-,29-/m0/s1
InChIKey 
RDBGOPDIMUUTST-POWSXZFQSA-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
Active
Curation
pdb_similarity_tanimoto
Binding sites
PF00006

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_00025.

PDB 12

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

Ligand PDB entry

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)