Ligand profile

CHEMBL6003285

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 C₂₉H₂₇F₂N₃O₂
pchembl 7.46 ~34.7 nM
Mol. weight 487.55 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL6003285
UniProt (similar protein)
P49327
pchembl
7.460 (~34.7 nM)
Target protein
VK055_1250

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 487.55 Da
LogP (Crippen) 5.02
H-bond donors 0
H-bond acceptors 3
TPSA 52.98 Ų
Rotatable bonds 5
Aromatic rings 3 / 6
Heavy atoms 36
Fraction sp³ C 0.34
Formula C₂₉H₂₇F₂N₃O₂

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 53.0
  • −1 ≤ LogP ≤ 5 5.02
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 487.6
  • LogP ≤ 5 5.02
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 53.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC1(C)N=C(c2ccc(-c3ccc4cccc(F)c4c3)cc2F)N(CC2CN(C(=O)C3CC3)C2)C1=O
InChI 
InChI=1S/C29H27F2N3O2/c1-29(2)28(36)34(16-17-14-33(15-17)27(35)19-7-8-19)26(32-29)22-11-10-21(13-25(22)31)20-9-6-18-4-3-5-24(30)23(18)12-20/h3-6,9-13,17,19H,7-8,14-16H2,1-2H3
InChIKey 
FKABAYYMYFIBMP-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
Activity
510352
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)