Ligand profile

CHEMBL5563097

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03610 — Bifunctional protein UshA

Via homolog UniProt P21589 Formula C₂₀H₂₅FN₄O₉P₂
pchembl 9.13 ~0.7 nM
Mol. weight 546.39 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5563097
UniProt (similar protein)
P21589
pchembl
9.130 (~0.7 nM)
Target protein
KP13_03610

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 546.39 Da
LogP (Crippen) 1.70
H-bond donors 6
H-bond acceptors 10
TPSA 196.49 Ų
Rotatable bonds 9
Aromatic rings 3 / 4
Heavy atoms 36
Fraction sp³ C 0.40
Formula C₂₀H₂₅FN₄O₉P₂

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 196.5
  • −1 ≤ LogP ≤ 5 1.70
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 546.4
  • LogP ≤ 5 1.70
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 196.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@H](Nc1ccnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)CP(=O)(O)O)[C@@H](O)[C@H]1O)c1ccccc1F
InChI 
InChI=1S/C20H25FN4O9P2/c1-11(12-4-2-3-5-13(12)21)24-14-6-7-22-19-16(14)23-9-25(19)20-18(27)17(26)15(34-20)8-33-36(31,32)10-35(28,29)30/h2-7,9,11,15,17-18,20,26-27H,8,10H2,1H3,(H,22,24)(H,31,32)(H2,28,29,30)/t11-,15+,17+,18+,20+/m0/s1
InChIKey 
BVYUZLGEGVRCAE-SZQRZZBWSA-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)