Ligand profile

CHEMBL3809974

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1431 — na+ dependent nucleoside transporter family protein

Via homolog UniProt O43868 Formula C₂₂H₂₃N₇O₄
pchembl 6.00 ~1.0 µM
Mol. weight 449.47 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3809974
UniProt (similar protein)
O43868
pchembl
6.000 (~1.0 µM)
Target protein
VK055_1431

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 449.47 Da
LogP (Crippen) 0.69
H-bond donors 5
H-bond acceptors 11
TPSA 164.46 Ų
Rotatable bonds 6
Aromatic rings 4 / 5
Heavy atoms 33
Fraction sp³ C 0.27
Formula C₂₂H₂₃N₇O₄

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 164.5
  • −1 ≤ LogP ≤ 5 0.69
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 449.5
  • LogP ≤ 5 0.69
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 164.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Nc1ncnc2c1nc(NCc1ccc(-c3cccnc3)cc1)n2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O
InChI 
InChI=1S/C22H23N7O4/c23-19-16-20(27-11-26-19)29(21-18(32)17(31)15(10-30)33-21)22(28-16)25-8-12-3-5-13(6-4-12)14-2-1-7-24-9-14/h1-7,9,11,15,17-18,21,30-32H,8,10H2,(H,25,28)(H2,23,26,27)/t15-,17-,18-,21-/m1/s1
InChIKey 
SMRRGNCWJFQTPB-QTQZEZTPSA-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
PF07662' 'PF07670

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_1431.

PDB 9

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 3

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)