Ligand profile

CHEMBL4788910

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03610 — Bifunctional protein UshA

Via homolog UniProt P21589 Formula C₁₈H₂₂ClN₅O₉P₂
pchembl 9.52 ~0.3 nM
Mol. weight 549.80 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4788910
UniProt (similar protein)
P21589
pchembl
9.520 (~0.3 nM)
Target protein
KP13_03610

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 549.80 Da
LogP (Crippen) 1.05
H-bond donors 6
H-bond acceptors 11
TPSA 209.38 Ų
Rotatable bonds 9
Aromatic rings 3 / 4
Heavy atoms 35
Fraction sp³ C 0.39
Formula C₁₈H₂₂ClN₅O₉P₂

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 1.05
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 549.8
  • LogP ≤ 5 1.05
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 209.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=P(O)(O)CP(=O)(O)OC[C@H]1O[C@@H](n2cnc3c(NCc4ccccc4)nc(Cl)nc32)[C@H](O)[C@@H]1O
InChI 
InChI=1S/C18H22ClN5O9P2/c19-18-22-15(20-6-10-4-2-1-3-5-10)12-16(23-18)24(8-21-12)17-14(26)13(25)11(33-17)7-32-35(30,31)9-34(27,28)29/h1-5,8,11,13-14,17,25-26H,6-7,9H2,(H,30,31)(H,20,22,23)(H2,27,28,29)/t11-,13-,14-,17-/m1/s1
InChIKey 
JBDYQMSZNNVEBJ-LSCFUAHRSA-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)