Ligand profile

CHEMBL5198097

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2229 — alkaline phosphatase H

Via homolog UniProt P05187 Formula C₂₈H₂₄ClF₃N₂O₄
Mol. weight 544.96 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5198097
UniProt (similar protein)
P05187
Target protein
VK055_2229

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 544.96 Da
LogP (Crippen) 5.66
H-bond donors 2
H-bond acceptors 4
TPSA 84.50 Ų
Rotatable bonds 7
Aromatic rings 3 / 4
Heavy atoms 38
Fraction sp³ C 0.25
Formula C₂₈H₂₄ClF₃N₂O₄

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 84.5
  • −1 ≤ LogP ≤ 5 5.66
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 545.0
  • LogP ≤ 5 5.66
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 84.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COC(=O)[C@H](Cc1ccc(-c2ccc(Cl)cc2C(F)(F)F)cc1)NC(=O)CC1C(=O)Nc2cc(C)ccc21
InChI 
InChI=1S/C28H24ClF3N2O4/c1-15-3-9-20-21(26(36)34-23(20)11-15)14-25(35)33-24(27(37)38-2)12-16-4-6-17(7-5-16)19-10-8-18(29)13-22(19)28(30,31)32/h3-11,13,21,24H,12,14H2,1-2H3,(H,33,35)(H,34,36)/t21?,24-/m0/s1
InChIKey 
NKCGDRHDYSINHI-FHZUCYEKSA-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
Active
Binding sites
PF00245

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to VK055_2229.

PDB 7

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 26

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)