Ligand profile

CHEMBL5415675

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03610 — Bifunctional protein UshA

Via homolog UniProt P21589 Formula C₂₅H₂₄ClN₅O₉
pchembl 9.22 ~0.6 nM
Mol. weight 573.95 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5415675
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 573.95 Da
LogP (Crippen) -0.55
H-bond donors 5
H-bond acceptors 12
TPSA 200.59 Ų
Rotatable bonds 9
Aromatic rings 3 / 5
Heavy atoms 40
Fraction sp³ C 0.40
Formula C₂₅H₂₄ClN₅O₉

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 200.6
  • −1 ≤ LogP ≤ 5 -0.55
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 573.9
  • LogP ≤ 5 -0.55
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 200.6
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(N4CC(O)C4)nc(Cl)nc32)[C@@H]1O
InChI 
InChI=1S/C25H24ClN5O9/c1-2-24(38)15(11-39-25(21(34)35,22(36)37)8-13-6-4-3-5-7-13)40-20(17(24)33)31-12-27-16-18(30-9-14(32)10-30)28-23(26)29-19(16)31/h1,3-7,12,14-15,17,20,32-33,38H,8-11H2,(H,34,35)(H,36,37)/t15-,17+,20-,24-/m1/s1
InChIKey 
KICWYUMOVDZLBL-PEFNEFTPSA-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
1070436
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)