Ligand profile

CHEMBL4759136

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03610 — Bifunctional protein UshA

Via homolog UniProt P21589 Formula C₁₈H₂₀Cl₂FN₅O₈P₂
pchembl 8.89 ~1.3 nM
Mol. weight 586.24 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4759136
UniProt (similar protein)
P21589
pchembl
8.890 (~1.3 nM)
Target protein
KP13_03610

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 586.24 Da
LogP (Crippen) 2.68
H-bond donors 5
H-bond acceptors 10
TPSA 189.15 Ų
Rotatable bonds 9
Aromatic rings 3 / 4
Heavy atoms 36
Fraction sp³ C 0.39
Formula C₁₈H₂₀Cl₂FN₅O₈P₂

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 189.2
  • −1 ≤ LogP ≤ 5 2.68
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 586.2
  • LogP ≤ 5 2.68
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 189.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=P(O)(O)CP(=O)(O)OC[C@H]1O[C@@H](n2cnc3c(NCc4cccc(Cl)c4)nc(Cl)nc32)[C@@H](F)[C@@H]1O
InChI 
InChI=1S/C18H20Cl2FN5O8P2/c19-10-3-1-2-9(4-10)5-22-15-13-16(25-18(20)24-15)26(7-23-13)17-12(21)14(27)11(34-17)6-33-36(31,32)8-35(28,29)30/h1-4,7,11-12,14,17,27H,5-6,8H2,(H,31,32)(H,22,24,25)(H2,28,29,30)/t11-,12+,14-,17-/m1/s1
InChIKey 
JQTHDETUFUUVEM-DMVWFOPNSA-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
PF00149' 'PF02872

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_03610.

PDB 15

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

Ligand PDB entry

ChEMBL 99

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)