Ligand profile

CHEMBL6054267

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03610 — Bifunctional protein UshA

Via homolog UniProt P21589 Formula C₂₃H₂₄ClN₅O₇
pchembl 8.70 ~2.0 nM
Mol. weight 517.93 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL6054267
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 517.93 Da
LogP (Crippen) 0.22
H-bond donors 5
H-bond acceptors 11
TPSA 172.08 Ų
Rotatable bonds 10
Aromatic rings 3 / 4
Heavy atoms 36
Fraction sp³ C 0.39
Formula C₂₃H₂₄ClN₅O₇

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 172.1
  • −1 ≤ LogP ≤ 5 0.22
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 517.9
  • LogP ≤ 5 0.22
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 172.1
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(NCCO)nc(Cl)nc32)[C@@H]1O
InChI 
InChI=1S/C23H24ClN5O7/c1-2-23(34)15(11-35-14(21(32)33)10-13-6-4-3-5-7-13)36-20(17(23)31)29-12-26-16-18(25-8-9-30)27-22(24)28-19(16)29/h1,3-7,12,14-15,17,20,30-31,34H,8-11H2,(H,32,33)(H,25,27,28)/t14?,15-,17+,20-,23-/m1/s1
InChIKey 
MHWYMYPZADVOSI-XILLYCKASA-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
1070492
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)