Ligand profile

CHEMBL3827395

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0569 — ribonucleoside hydrolase 1

Via homolog UniProt Q27546 Formula C₁₁H₁₅N₅O₃
pchembl 8.15 ~7.1 nM
Mol. weight 265.27 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3827395
UniProt (similar protein)
Q27546
pchembl
8.150 (~7.1 nM)
Target protein
VK055_0569

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 265.27 Da
LogP (Crippen) -2.09
H-bond donors 5
H-bond acceptors 8
TPSA 136.88 Ų
Rotatable bonds 2
Aromatic rings 1 / 3
Heavy atoms 19
Fraction sp³ C 0.55
Formula C₁₁H₁₅N₅O₃

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 136.9
  • −1 ≤ LogP ≤ 5 -2.09
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 265.3
  • LogP ≤ 5 -2.09
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 2
  • TPSA ≤ 140 Ų 136.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Nc1ncnc2c1N=CC2[C@@H]1N[C@H](CO)[C@@H](O)[C@H]1O
InChI 
InChI=1S/C11H15N5O3/c12-11-8-6(14-3-15-11)4(1-13-8)7-10(19)9(18)5(2-17)16-7/h1,3-5,7,9-10,16-19H,2H2,(H2,12,14,15)/t4?,5-,7+,9-,10+/m1/s1
InChIKey 
FPUDHSLOMSUPIB-PFLDWWEXSA-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
Binding sites
PF01156

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_0569.

PDB 6

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

Ligand PDB entry

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)