Ligand profile

CHEMBL6051120

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 C₃₃H₃₂N₄O₂
pchembl 7.14 ~72.4 nM
Mol. weight 516.65 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL6051120
UniProt (similar protein)
P49327
pchembl
7.140 (~72.4 nM)
Target protein
VK055_1250

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 516.65 Da
LogP (Crippen) 5.60
H-bond donors 1
H-bond acceptors 3
TPSA 68.77 Ų
Rotatable bonds 6
Aromatic rings 4 / 7
Heavy atoms 39
Fraction sp³ C 0.30
Formula C₃₃H₃₂N₄O₂

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 68.8
  • −1 ≤ LogP ≤ 5 5.60
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 516.6
  • LogP ≤ 5 5.60
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 68.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC1(c2ccccc2)N=C(c2ccc(-c3ccc4[nH]ccc4c3)cc2)N(C[C@@H]2CCN(C(=O)C3CC3)C2)C1=O
InChI 
InChI=1S/C33H32N4O2/c1-33(28-5-3-2-4-6-28)32(39)37(21-22-16-18-36(20-22)31(38)25-11-12-25)30(35-33)24-9-7-23(8-10-24)26-13-14-29-27(19-26)15-17-34-29/h2-10,13-15,17,19,22,25,34H,11-12,16,18,20-21H2,1H3/t22-,33?/m1/s1
InChIKey 
ULWLUEXYLAUFIU-LWMFVPLKSA-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
510304
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)