Ligand profile

CHEMBL5954286

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: CHEMBL5954286
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 Å²

Rotatable bonds 5

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 Å² and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

TPSA ≤ 90 Å² 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 5
TPSA ≤ 140 Å² 93.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1c(C(c2ccc3c(c2)C(N2Cc4cnccc4OC(C)(C)C2)CC3)C(C)(C)C(=O)O)ccc2c1nnn2C

InChI

InChI=1S/C32H37N5O3/c1-19-23(10-12-26-29(19)34-35-36(26)6)28(32(4,5)30(38)39)21-8-7-20-9-11-25(24(20)15-21)37-17-22-16-33-14-13-27(22)40-31(2,3)18-37/h7-8,10,12-16,25,28H,9,11,17-18H2,1-6H3,(H,38,39)

InChIKey

HELMUQRMQBFUKI-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: 763369
Binding sites: PF02525

External resources

Open this ligand in third-party databases and cheminformatics tools.

ChEMBL ChEMBL compound CHEMBL5954286 →
UniProt UniProt P15559 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5954286”) →

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)