Ligand profile

CHEMBL4741516

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03610 — Bifunctional protein UshA

Via homolog UniProt P21589 Formula C₁₅H₂₁ClFN₅O₈P₂
pchembl 9.05 ~0.9 nM
Mol. weight 515.76 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4741516
UniProt (similar protein)
P21589
pchembl
9.050 (~0.9 nM)
Target protein
KP13_03610

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 515.76 Da
LogP (Crippen) 1.01
H-bond donors 4
H-bond acceptors 10
TPSA 180.36 Ų
Rotatable bonds 7
Aromatic rings 2 / 4
Heavy atoms 32
Fraction sp³ C 0.67
Formula C₁₅H₂₁ClFN₅O₈P₂

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 180.4
  • −1 ≤ LogP ≤ 5 1.01
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 515.8
  • LogP ≤ 5 1.01
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 180.4
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(N4CCCC4)nc(Cl)nc32)[C@@H](F)[C@@H]1O
InChI 
InChI=1S/C15H21ClFN5O8P2/c16-15-19-12(21-3-1-2-4-21)10-13(20-15)22(6-18-10)14-9(17)11(23)8(30-14)5-29-32(27,28)7-31(24,25)26/h6,8-9,11,14,23H,1-5,7H2,(H,27,28)(H2,24,25,26)/t8-,9+,11-,14-/m1/s1
InChIKey 
OLRDSGJKVYZTCT-SZRLZVLASA-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)