Ligand profile

CHEMBL4748576

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03610 — Bifunctional protein UshA

Via homolog UniProt P21589 Formula C₁₈H₂₈FN₅O₉P₂
pchembl 9.22 ~0.6 nM
Mol. weight 539.39 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4748576
UniProt (similar protein)
P21589
pchembl
9.220 (~0.6 nM)
Target protein
KP13_03610

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 539.39 Da
LogP (Crippen) 1.26
H-bond donors 5
H-bond acceptors 11
TPSA 198.38 Ų
Rotatable bonds 10
Aromatic rings 2 / 4
Heavy atoms 35
Fraction sp³ C 0.72
Formula C₁₈H₂₈FN₅O₉P₂

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 198.4
  • −1 ≤ LogP ≤ 5 1.26
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 539.4
  • LogP ≤ 5 1.26
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 198.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COCc1nc(NC2CCCC2)c2ncn([C@@H]3O[C@H](COP(=O)(O)CP(=O)(O)O)[C@@H](O)[C@@H]3F)c2n1
InChI 
InChI=1S/C18H28FN5O9P2/c1-31-7-12-22-16(21-10-4-2-3-5-10)14-17(23-12)24(8-20-14)18-13(19)15(25)11(33-18)6-32-35(29,30)9-34(26,27)28/h8,10-11,13,15,18,25H,2-7,9H2,1H3,(H,29,30)(H,21,22,23)(H2,26,27,28)/t11-,13+,15-,18-/m1/s1
InChIKey 
JZSOUTZBZMGJCQ-VPSJLMRDSA-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)