Ligand profile

CHEMBL5409033

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03610 — Bifunctional protein UshA

Via homolog UniProt P21589 Formula C₃₀H₂₈ClN₅O₈
pchembl 9.00 ~1.0 nM
Mol. weight 622.03 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5409033
UniProt (similar protein)
P21589
pchembl
9.000 (~1.0 nM)
Target protein
KP13_03610

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 622.03 Da
LogP (Crippen) 2.44
H-bond donors 5
H-bond acceptors 11
TPSA 189.15 Ų
Rotatable bonds 11
Aromatic rings 4 / 5
Heavy atoms 44
Fraction sp³ C 0.30
Formula C₃₀H₂₈ClN₅O₈

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 189.2
  • −1 ≤ LogP ≤ 5 2.44
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 622.0
  • LogP ≤ 5 2.44
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 189.2
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(N[C@@H](C)c4ccccc4)nc(Cl)nc32)[C@@H]1O
InChI 
InChI=1S/C30H28ClN5O8/c1-3-29(42)20(15-43-30(26(38)39,27(40)41)14-18-10-6-4-7-11-18)44-25(22(29)37)36-16-32-21-23(34-28(31)35-24(21)36)33-17(2)19-12-8-5-9-13-19/h1,4-13,16-17,20,22,25,37,42H,14-15H2,2H3,(H,38,39)(H,40,41)(H,33,34,35)/t17-,20+,22-,25+,29+/m0/s1
InChIKey 
KDXYZCRYZVURRJ-PYWVMKBISA-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)