Ligand profile

CHEMBL4744682

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03684 — Ubiquinol oxidase subunit 1

Via homolog UniProt P00395 Formula C₄₉H₅₅ClN₃O₉P
Mol. weight 896.42 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4744682
UniProt (similar protein)
P00395
Target protein
KP13_03684

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 896.42 Da
LogP (Crippen) 2.32
H-bond donors 7
H-bond acceptors 10
TPSA 210.72 Ų
Rotatable bonds 15
Aromatic rings 4 / 7
Heavy atoms 63
Fraction sp³ C 0.35
Formula C₄₉H₅₅ClN₃O₉P

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 210.7
  • −1 ≤ LogP ≤ 5 2.32
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 896.4
  • LogP ≤ 5 2.32
  • H-bond donors ≤ 5 7
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 15
  • TPSA ≤ 140 Ų 210.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@H]1c2ccc(NC(=O)CCCCCCCC[P+](c3ccccc3)(c3ccccc3)c3ccccc3)c(O)c2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21.[Cl-]
InChI 
InChI=1S/C49H54N3O9P.ClH/c1-29-33-26-27-34(42(54)37(33)43(55)38-36(29)44(56)40-41(52(2)3)45(57)39(48(50)60)47(59)49(40,61)46(38)58)51-35(53)25-17-6-4-5-7-18-28-62(30-19-11-8-12-20-30,31-21-13-9-14-22-31)32-23-15-10-16-24-32;/h8-16,19-24,26-27,29,36,40-41,44,56,61H,4-7,17-18,25,28H2,1-3H3,(H5-,50,51,53,54,55,57,58,59,60);1H/t29-,36+,40+,41-,44-,49-;/m0./s1
InChIKey 
WRACDSIGJHAEFF-MGLSWVBHSA-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
Binding sites
PF00115

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_03684.

PDB 30

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

Ligand PDB entry

ChEMBL 8

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)