Ligand profile

CHEMBL5918648

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2684 — ribosyldihydronicotinamide dehydrogenase (quinone)

Via homolog UniProt P15559 Formula C₃₃H₃₈N₄O₃

pchembl 8.26 ~5.5 nM

Mol. weight 538.69 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5918648
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 538.69 Da

LogP (Crippen) 6.18

H-bond donors 1

H-bond acceptors 6

TPSA 80.48 Å²

Rotatable bonds 6

Aromatic rings 4 / 6

Heavy atoms 40

Fraction sp³ C 0.42

Formula C₃₃H₃₈N₄O₃

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 6.18

Lipinski's Rule of Five Fail 2 violations

MW ≤ 500 Da 538.7
LogP ≤ 5 6.18
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 80.5

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CC[C@@H]1CN(C2CCc3ccc(C(c4ccc5c(nnn5C)c4C)C(C)(C)C(=O)O)cc32)Cc2ccccc2O1

InChI

InChI=1S/C33H38N4O3/c1-6-24-19-37(18-23-9-7-8-10-29(23)40-24)27-15-13-21-11-12-22(17-26(21)27)30(33(3,4)32(38)39)25-14-16-28-31(20(25)2)34-35-36(28)5/h7-12,14,16-17,24,27,30H,6,13,15,18-19H2,1-5H3,(H,38,39)/t24-,27?,30?/m1/s1

InChIKey

ZYSLHUBWJCHMGJ-YIOUDBMRSA-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: 763357
Binding sites: PF02525

External resources

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

ChEMBL ChEMBL compound CHEMBL5918648 →
UniProt UniProt P15559 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5918648”) →

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)