Ligand profile

CHEMBL5917086

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 C₂₇H₂₈FN₅O₂
pchembl 6.96 ~109.6 nM
Mol. weight 473.55 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5917086
UniProt (similar protein)
P49327
pchembl
6.960 (~109.6 nM)
Target protein
VK055_1250

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 473.55 Da
LogP (Crippen) 3.62
H-bond donors 0
H-bond acceptors 5
TPSA 70.80 Ų
Rotatable bonds 5
Aromatic rings 3 / 6
Heavy atoms 35
Fraction sp³ C 0.41
Formula C₂₇H₂₈FN₅O₂

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 3.62
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 473.6
  • LogP ≤ 5 3.62
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 70.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cn1ncc2cc(-c3ccc(C4=NC(C)(C)C(=O)N4CC4CN(C(=O)C5CC5)C4)c(F)c3)ccc21
InChI 
InChI=1S/C27H28FN5O2/c1-27(2)26(35)33(15-16-13-32(14-16)25(34)17-4-5-17)24(30-27)21-8-6-19(11-22(21)28)18-7-9-23-20(10-18)12-29-31(23)3/h6-12,16-17H,4-5,13-15H2,1-3H3
InChIKey 
AYUJVQGEQOWLQY-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
510329
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)