Ligand profile

CHEMBL2018228

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1452 — short chain dehydrogenase family protein

Via homolog UniProt P37058 Formula C₂₁H₁₈BrN₃O₅
pchembl 7.38 ~41.7 nM
Mol. weight 472.30 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2018228
UniProt (similar protein)
P37058
pchembl
7.380 (~41.7 nM)
Target protein
VK055_1452

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 472.30 Da
LogP (Crippen) 2.72
H-bond donors 2
H-bond acceptors 6
TPSA 99.18 Ų
Rotatable bonds 3
Aromatic rings 2 / 4
Heavy atoms 30
Fraction sp³ C 0.19
Formula C₂₁H₁₈BrN₃O₅

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 99.2
  • −1 ≤ LogP ≤ 5 2.72
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 472.3
  • LogP ≤ 5 2.72
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 99.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(c1ccc(N2C(=O)O/C(=C\c3ccc(O)c(Br)c3)C2=O)cc1)N1CCNCC1
InChI 
InChI=1S/C21H18BrN3O5/c22-16-11-13(1-6-17(16)26)12-18-20(28)25(21(29)30-18)15-4-2-14(3-5-15)19(27)24-9-7-23-8-10-24/h1-6,11-12,23,26H,7-10H2/b18-12-
InChIKey 
FWGWAYOSOGVCHH-PDGQHHTCSA-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
Binding sites
PF00106

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_1452.

PDB 1

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)