Ligand profile

CHEMBL5954997

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2684 — ribosyldihydronicotinamide dehydrogenase (quinone)

Via homolog UniProt P15559 Formula C₃₂H₃₇N₅O₃
pchembl 8.26 ~5.5 nM
Mol. weight 539.68 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5954997
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 539.68 Da
LogP (Crippen) 5.57
H-bond donors 1
H-bond acceptors 7
TPSA 93.37 Ų
Rotatable bonds 6
Aromatic rings 4 / 6
Heavy atoms 40
Fraction sp³ C 0.44
Formula C₃₂H₃₇N₅O₃

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 93.4
  • −1 ≤ LogP ≤ 5 5.57
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 539.7
  • LogP ≤ 5 5.57
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 93.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC[C@@H]1CN([C@H]2CCc3ccc([C@@H](c4ccc5c(nnn5C)c4C)C(C)(C)C(=O)O)cc32)Cc2cnccc2O1
InChI 
InChI=1S/C32H37N5O3/c1-6-23-18-37(17-22-16-33-14-13-28(22)40-23)26-11-9-20-7-8-21(15-25(20)26)29(32(3,4)31(38)39)24-10-12-27-30(19(24)2)34-35-36(27)5/h7-8,10,12-16,23,26,29H,6,9,11,17-18H2,1-5H3,(H,38,39)/t23-,26+,29+/m1/s1
InChIKey 
BWRIOHMCGQTYDY-IXLXJOPFSA-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
763379
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)