Ligand profile

CHEMBL5959508

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03610 — Bifunctional protein UshA

Via homolog UniProt P21589 Formula C₂₈H₂₅Cl₂N₅O₆
pchembl 9.00 ~1.0 nM
Mol. weight 598.44 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5959508
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 598.44 Da
LogP (Crippen) 3.08
H-bond donors 4
H-bond acceptors 10
TPSA 151.85 Ų
Rotatable bonds 10
Aromatic rings 4 / 5
Heavy atoms 41
Fraction sp³ C 0.29
Formula C₂₈H₂₅Cl₂N₅O₆

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 151.8
  • −1 ≤ LogP ≤ 5 3.08
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 598.4
  • LogP ≤ 5 3.08
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 151.8
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(NCc4cccc(Cl)c4)nc(Cl)nc32)[C@@H]1O
InChI 
InChI=1S/C28H25Cl2N5O6/c1-2-28(39)20(14-40-19(26(37)38)12-16-7-4-3-5-8-16)41-25(22(28)36)35-15-32-21-23(33-27(30)34-24(21)35)31-13-17-9-6-10-18(29)11-17/h1,3-11,15,19-20,22,25,36,39H,12-14H2,(H,37,38)(H,31,33,34)/t19?,20-,22+,25-,28-/m1/s1
InChIKey 
IBGAQSGLPNLSBB-FQSOMRQASA-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
1070481
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)