Ligand profile

CHEMBL5404674

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03610 — Bifunctional protein UshA

Via homolog UniProt P21589 Formula C₂₄H₂₄ClN₅O₉
pchembl 8.70 ~2.0 nM
Mol. weight 561.94 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5404674
UniProt (similar protein)
P21589
pchembl
8.700 (~2.0 nM)
Target protein
KP13_03610

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 561.94 Da
LogP (Crippen) -0.33
H-bond donors 6
H-bond acceptors 12
TPSA 209.38 Ų
Rotatable bonds 11
Aromatic rings 3 / 4
Heavy atoms 39
Fraction sp³ C 0.38
Formula C₂₄H₂₄ClN₅O₉

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 209.4
  • −1 ≤ LogP ≤ 5 -0.33
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 561.9
  • LogP ≤ 5 -0.33
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 209.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C#C[C@@]1(O)[C@@H](COC(Cc2ccccc2)(C(=O)O)C(=O)O)O[C@@H](n2cnc3c(NCCO)nc(Cl)nc32)[C@@H]1O
InChI 
InChI=1S/C24H24ClN5O9/c1-2-23(37)14(11-38-24(20(33)34,21(35)36)10-13-6-4-3-5-7-13)39-19(16(23)32)30-12-27-15-17(26-8-9-31)28-22(25)29-18(15)30/h1,3-7,12,14,16,19,31-32,37H,8-11H2,(H,33,34)(H,35,36)(H,26,28,29)/t14-,16+,19-,23-/m1/s1
InChIKey 
XPDCMYDFTMAEIL-RLDBSTLUSA-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)