Ligand profile

CHEMBL5824348

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 C₂₉H₂₇F₂N₃O₃
pchembl 7.52 ~30.2 nM
Mol. weight 503.55 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5824348
UniProt (similar protein)
P49327
pchembl
7.520 (~30.2 nM)
Target protein
VK055_1250

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 503.55 Da
LogP (Crippen) 4.14
H-bond donors 1
H-bond acceptors 4
TPSA 73.21 Ų
Rotatable bonds 5
Aromatic rings 3 / 6
Heavy atoms 37
Fraction sp³ C 0.34
Formula C₂₉H₂₇F₂N₃O₃

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 73.2
  • −1 ≤ LogP ≤ 5 4.14
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 503.5
  • LogP ≤ 5 4.14
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 73.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC1(C)N=C(c2ccc(-c3ccc4cc(F)ccc4c3)cc2F)N(CC2CN(C(=O)C3(O)CC3)C2)C1=O
InChI 
InChI=1S/C29H27F2N3O3/c1-28(2)26(35)34(16-17-14-33(15-17)27(36)29(37)9-10-29)25(32-28)23-8-6-21(13-24(23)31)18-3-4-20-12-22(30)7-5-19(20)11-18/h3-8,11-13,17,37H,9-10,14-16H2,1-2H3
InChIKey 
IBKLVZUKTDVKSI-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
510376
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)