Ligand profile

CHEMBL5979247

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2684 — ribosyldihydronicotinamide dehydrogenase (quinone)

Via homolog UniProt P15559 Formula C₃₁H₃₄N₄O₄

pchembl 8.26 ~5.5 nM

Mol. weight 526.64 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5979247
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 526.64 Da

LogP (Crippen) 5.24

H-bond donors 1

H-bond acceptors 7

TPSA 89.71 Å²

Rotatable bonds 6

Aromatic rings 4 / 6

Heavy atoms 39

Fraction sp³ C 0.39

Formula C₃₁H₃₄N₄O₄

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 89.7
−1 ≤ LogP ≤ 5 5.24

Lipinski's Rule of Five Fail 2 violations

MW ≤ 500 Da 526.6
LogP ≤ 5 5.24
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 7

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 89.7

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COc1cc(C(CC(=O)O)c2ccc3c(c2)C(N2Cc4ccccc4OC(C)(C)C2)CC3)cc2nnn(C)c12

InChI

InChI=1S/C31H34N4O4/c1-31(2)18-35(17-21-7-5-6-8-27(21)39-31)26-12-11-19-9-10-20(13-24(19)26)23(16-29(36)37)22-14-25-30(28(15-22)38-4)34(3)33-32-25/h5-10,13-15,23,26H,11-12,16-18H2,1-4H3,(H,36,37)

InChIKey

XSHBIZPGEOSFKP-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: 763342
Binding sites: PF02525

External resources

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

ChEMBL ChEMBL compound CHEMBL5979247 →
UniProt UniProt P15559 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5979247”) →

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)