Ligand profile

CHEMBL6013616

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2684 — ribosyldihydronicotinamide dehydrogenase (quinone)

Via homolog UniProt P15559 Formula C₃₂H₃₃N₅O₃
pchembl 8.26 ~5.5 nM
Mol. weight 535.65 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL6013616
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 535.65 Da
LogP (Crippen) 5.42
H-bond donors 1
H-bond acceptors 7
TPSA 104.27 Ų
Rotatable bonds 5
Aromatic rings 4 / 6
Heavy atoms 40
Fraction sp³ C 0.38
Formula C₃₂H₃₃N₅O₃

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 104.3
  • −1 ≤ LogP ≤ 5 5.42
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 535.6
  • LogP ≤ 5 5.42
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 104.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1c(C(CC(=O)O)c2ccc3c(c2)C(N2Cc4ccc(C#N)cc4OC(C)(C)C2)CC3)ccc2c1nnn2C
InChI 
InChI=1S/C32H33N5O3/c1-19-24(10-12-28-31(19)34-35-36(28)4)25(15-30(38)39)22-8-7-21-9-11-27(26(21)14-22)37-17-23-6-5-20(16-33)13-29(23)40-32(2,3)18-37/h5-8,10,12-14,25,27H,9,11,15,17-18H2,1-4H3,(H,38,39)
InChIKey 
CKUBVABVZOPXJW-UHFFFAOYSA-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
763310
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)