Ligand profile

CHEMBL6011116

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03610 — Bifunctional protein UshA

Via homolog UniProt P21589 Formula C₂₈H₂₃ClN₄O₈
pchembl 9.22 ~0.6 nM
Mol. weight 578.97 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL6011116
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 578.97 Da
LogP (Crippen) 1.94
H-bond donors 4
H-bond acceptors 10
TPSA 177.12 Ų
Rotatable bonds 9
Aromatic rings 4 / 5
Heavy atoms 41
Fraction sp³ C 0.25
Formula C₂₈H₂₃ClN₄O₈

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 177.1
  • −1 ≤ LogP ≤ 5 1.94
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 579.0
  • LogP ≤ 5 1.94
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 177.1
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)C(=O)O)O[C@@H](n2cnc3c(-c4ccccc4)nc(Cl)nc32)[C@@H]1O
InChI 
InChI=1S/C28H23ClN4O8/c1-2-27(39)18(14-40-28(24(35)36,25(37)38)13-16-9-5-3-6-10-16)41-23(21(27)34)33-15-30-20-19(17-11-7-4-8-12-17)31-26(29)32-22(20)33/h1,3-12,15,18,21,23,34,39H,13-14H2,(H,35,36)(H,37,38)/t18-,21+,23-,27-/m1/s1
InChIKey 
OKPSYYVUGRSBKJ-QXBQOMEJSA-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
1070409
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)