Ligand profile

CHEMBL5839177

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1250 — NAD(P)H quinone oxidoreductase, PIG3 family protein

Via homolog UniProt P49327 Formula C₃₂H₃₇N₅O₂
pchembl 7.27 ~53.7 nM
Mol. weight 523.68 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5839177
UniProt (similar protein)
P49327
pchembl
7.270 (~53.7 nM)
Target protein
VK055_1250

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 523.68 Da
LogP (Crippen) 5.08
H-bond donors 0
H-bond acceptors 5
TPSA 70.80 Ų
Rotatable bonds 6
Aromatic rings 3 / 6
Heavy atoms 39
Fraction sp³ C 0.44
Formula C₃₂H₃₇N₅O₂

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 70.8
  • −1 ≤ LogP ≤ 5 5.08
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 523.7
  • LogP ≤ 5 5.08
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 70.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cc(-c2ccc(-c3cnn(C)c3)cc2)ccc1C1=NC(C)(C)C(=O)N1C[C@@H]1CCN(C(=O)C2(C)CC2)C1
InChI 
InChI=1S/C32H37N5O2/c1-21-16-25(23-6-8-24(9-7-23)26-17-33-35(5)20-26)10-11-27(21)28-34-31(2,3)29(38)37(28)19-22-12-15-36(18-22)30(39)32(4)13-14-32/h6-11,16-17,20,22H,12-15,18-19H2,1-5H3/t22-/m1/s1
InChIKey 
ILDDEODBGKUQKG-JOCHJYFZSA-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
510381
Curation
pdb_similarity_tanimoto
Binding sites
PF08242' 'PF08659

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_1250.

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)