Ligand profile

CHEMBL5773676

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2684 — ribosyldihydronicotinamide dehydrogenase (quinone)

Via homolog UniProt P15559 Formula C₃₃H₃₈N₄O₃
pchembl 8.26 ~5.5 nM
Mol. weight 538.69 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5773676
UniProt (similar protein)
P15559
pchembl
8.260 (~5.5 nM)
Target protein
VK055_2684

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 538.69 Da
LogP (Crippen) 6.18
H-bond donors 1
H-bond acceptors 6
TPSA 80.48 Ų
Rotatable bonds 5
Aromatic rings 4 / 6
Heavy atoms 40
Fraction sp³ C 0.42
Formula C₃₃H₃₈N₄O₃

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 80.5
  • −1 ≤ LogP ≤ 5 6.18
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 538.7
  • LogP ≤ 5 6.18
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 80.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1c([C@H](c2ccc3c(c2)[C@@H](N2Cc4ccccc4OC(C)(C)C2)CC3)C(C)(C)C(=O)O)ccc2c1nnn2C
InChI 
InChI=1S/C33H38N4O3/c1-20-24(14-16-27-30(20)34-35-36(27)6)29(33(4,5)31(38)39)22-12-11-21-13-15-26(25(21)17-22)37-18-23-9-7-8-10-28(23)40-32(2,3)19-37/h7-12,14,16-17,26,29H,13,15,18-19H2,1-6H3,(H,38,39)/t26-,29-/m0/s1
InChIKey 
WTUWJHPLITTXLD-WNJJXGMVSA-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
763385
Binding sites
PF02525

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_2684.

PDB 60

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)