Ligand profile

CHEMBL5894959

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2684 — ribosyldihydronicotinamide dehydrogenase (quinone)

Via homolog UniProt P15559 Formula C₃₁H₃₄N₄O₃

pchembl 8.26 ~5.5 nM

Mol. weight 510.64 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5894959
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 510.64 Da

LogP (Crippen) 5.40

H-bond donors 1

H-bond acceptors 6

TPSA 80.48 Å²

Rotatable bonds 5

Aromatic rings 4 / 6

Heavy atoms 38

Fraction sp³ C 0.39

Formula C₃₁H₃₄N₄O₃

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 80.5
−1 ≤ LogP ≤ 5 5.40

Lipinski's Rule of Five Fail 2 violations

MW ≤ 500 Da 510.6
LogP ≤ 5 5.40
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 80.5

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1c(C(c2ccc3c(c2)C(N2CCOc4ccccc4C2)CC3)C(C)(C)C(=O)O)ccc2c1nnn2C

InChI

InChI=1S/C31H34N4O3/c1-19-23(12-14-26-29(19)32-33-34(26)4)28(31(2,3)30(36)37)21-10-9-20-11-13-25(24(20)17-21)35-15-16-38-27-8-6-5-7-22(27)18-35/h5-10,12,14,17,25,28H,11,13,15-16,18H2,1-4H3,(H,36,37)

InChIKey

FKHRNDANIZIPLS-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: 763322
Binding sites: PF02525

External resources

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

ChEMBL ChEMBL compound CHEMBL5894959 →
UniProt UniProt P15559 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5894959”) →

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)