Ligand profile

CHEMBL5855781

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 C₃₀H₃₀FN₃O₂
pchembl 7.26 ~55.0 nM
Mol. weight 483.59 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5855781
UniProt (similar protein)
P49327
pchembl
7.260 (~55.0 nM)
Target protein
VK055_1250

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 483.59 Da
LogP (Crippen) 5.27
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 0.37
Formula C₃₀H₃₀FN₃O₂

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 5.27
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 483.6
  • LogP ≤ 5 5.27
  • 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(-c3ccc4cc(F)ccc4c3)cc2)N(C[C@@H]2CCN(C(=O)C3CC3)C2)C1=O
InChI 
InChI=1S/C30H30FN3O2/c1-30(2)29(36)34(18-19-13-14-33(17-19)28(35)22-7-8-22)27(32-30)21-5-3-20(4-6-21)23-9-10-25-16-26(31)12-11-24(25)15-23/h3-6,9-12,15-16,19,22H,7-8,13-14,17-18H2,1-2H3/t19-/m1/s1
InChIKey 
RHXDWBOULONODO-LJQANCHMSA-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
510327
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)