Ligand profile

CHEMBL5953037

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03610 — Bifunctional protein UshA

Via homolog UniProt P21589 Formula C₂₅H₂₆ClN₅O₆
pchembl 9.05 ~0.9 nM
Mol. weight 527.97 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5953037
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 527.97 Da
LogP (Crippen) 1.41
H-bond donors 3
H-bond acceptors 10
TPSA 143.06 Ų
Rotatable bonds 8
Aromatic rings 3 / 5
Heavy atoms 37
Fraction sp³ C 0.44
Formula C₂₅H₂₆ClN₅O₆

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 143.1
  • −1 ≤ LogP ≤ 5 1.41
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 528.0
  • LogP ≤ 5 1.41
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 143.1
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)O[C@@H](n2cnc3c(N4CCCC4)nc(Cl)nc32)[C@@H]1O
InChI 
InChI=1S/C25H26ClN5O6/c1-2-25(35)17(13-36-16(23(33)34)12-15-8-4-3-5-9-15)37-22(19(25)32)31-14-27-18-20(30-10-6-7-11-30)28-24(26)29-21(18)31/h1,3-5,8-9,14,16-17,19,22,32,35H,6-7,10-13H2,(H,33,34)/t16?,17-,19+,22-,25-/m1/s1
InChIKey 
PCELPOFLLVLRLX-CUNHJIGNSA-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
Activity
1070485
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)