Ligand profile

CHEMBL3623458

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 C₂₉H₂₈N₆O₂
pchembl 8.10 ~7.9 nM
Mol. weight 492.58 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3623458
UniProt (similar protein)
P49327
pchembl
8.100 (~7.9 nM)
Target protein
VK055_1250

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 492.58 Da
LogP (Crippen) 4.20
H-bond donors 1
H-bond acceptors 6
TPSA 88.81 Ų
Rotatable bonds 5
Aromatic rings 5 / 7
Heavy atoms 37
Fraction sp³ C 0.31
Formula C₂₉H₂₈N₆O₂

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 88.8
  • −1 ≤ LogP ≤ 5 4.20
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 492.6
  • LogP ≤ 5 4.20
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 88.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cn1ncc2c(=O)n(C[C@@H]3CCN(C(=O)C4CC4)C3)c(-c3ccc(-c4ccc5[nH]ccc5c4)cc3)nc21
InChI 
InChI=1S/C29H28N6O2/c1-33-27-24(15-31-33)29(37)35(17-18-11-13-34(16-18)28(36)21-6-7-21)26(32-27)20-4-2-19(3-5-20)22-8-9-25-23(14-22)10-12-30-25/h2-5,8-10,12,14-15,18,21,30H,6-7,11,13,16-17H2,1H3/t18-/m1/s1
InChIKey 
JUFFUWIFGONBNX-GOSISDBHSA-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
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)