Ligand profile

CHEMBL3104441

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00619 — Phosphatase

Via homolog UniProt P34913 Formula C₂₆H₂₈F₃N₃O₄
pchembl 9.40 ~0.4 nM
Mol. weight 503.52 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3104441
UniProt (similar protein)
P34913
pchembl
9.400 (~0.4 nM)
Target protein
KP13_00619

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 503.52 Da
LogP (Crippen) 4.54
H-bond donors 1
H-bond acceptors 4
TPSA 71.11 Ų
Rotatable bonds 4
Aromatic rings 2 / 5
Heavy atoms 36
Fraction sp³ C 0.46
Formula C₂₆H₂₈F₃N₃O₄

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 71.1
  • −1 ≤ LogP ≤ 5 4.54
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 503.5
  • LogP ≤ 5 4.54
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 71.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(Nc1ccc(OC(F)(F)F)cc1)N1CCOC2(CCN(C(=O)C3(c4ccccc4)CC3)CC2)C1
InChI 
InChI=1S/C26H28F3N3O4/c27-26(28,29)36-21-8-6-20(7-9-21)30-23(34)32-16-17-35-24(18-32)12-14-31(15-13-24)22(33)25(10-11-25)19-4-2-1-3-5-19/h1-9H,10-18H2,(H,30,34)
InChIKey 
PDXOHOMNGKKBMN-UHFFFAOYSA-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
PF00561

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_00619.

PDB 104

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)