Ligand profile

CHEMBL5851928

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2684 — ribosyldihydronicotinamide dehydrogenase (quinone)

Via homolog UniProt P15559 Formula C₃₁H₃₃FN₄O₃

pchembl 8.26 ~5.5 nM

Mol. weight 528.63 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5851928
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 528.63 Da

LogP (Crippen) 5.68

H-bond donors 1

H-bond acceptors 6

TPSA 80.48 Å²

Rotatable bonds 5

Aromatic rings 4 / 6

Heavy atoms 39

Fraction sp³ C 0.39

Formula C₃₁H₃₃FN₄O₃

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 5.68

Lipinski's Rule of Five Fail 2 violations

MW ≤ 500 Da 528.6
LogP ≤ 5 5.68
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(CC(=O)O)c2ccc3c(c2)C(N2Cc4ccc(F)cc4OC(C)(C)C2)CC3)ccc2c1nnn2C

InChI

InChI=1S/C31H33FN4O3/c1-18-23(10-12-27-30(18)33-34-35(27)4)24(15-29(37)38)20-6-5-19-8-11-26(25(19)13-20)36-16-21-7-9-22(32)14-28(21)39-31(2,3)17-36/h5-7,9-10,12-14,24,26H,8,11,15-17H2,1-4H3,(H,37,38)

InChIKey

IEJJGHNOFYWNNH-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: 763337
Binding sites: PF02525

External resources

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

ChEMBL ChEMBL compound CHEMBL5851928 →
UniProt UniProt P15559 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5851928”) →

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)