Ligand profile

CHEMBL5923558

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1250 — NAD(P)H quinone oxidoreductase, PIG3 family protein

Via homolog UniProt P49327 Formula C₂₉H₃₃N₅O₃

pchembl 7.04 ~91.2 nM

Mol. weight 499.62 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5923558
UniProt (similar protein): P49327
pchembl: 7.040 (~91.2 nM)
Target protein: VK055_1250

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 499.62 Da

LogP (Crippen) 3.29

H-bond donors 1

H-bond acceptors 6

TPSA 91.03 Å²

Rotatable bonds 5

Aromatic rings 3 / 6

Heavy atoms 37

Fraction sp³ C 0.45

Formula C₂₉H₃₃N₅O₃

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 91.0
−1 ≤ LogP ≤ 5 3.29

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 499.6
LogP ≤ 5 3.29
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 91.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1cc(-c2ccc3c(c2)ncn3C)ccc1C1=NC(C)(C)C(=O)N1C[C@@H]1CCN(C(=O)C2(O)CC2)C1

InChI

InChI=1S/C29H33N5O3/c1-18-13-20(21-6-8-24-23(14-21)30-17-32(24)4)5-7-22(18)25-31-28(2,3)26(35)34(25)16-19-9-12-33(15-19)27(36)29(37)10-11-29/h5-8,13-14,17,19,37H,9-12,15-16H2,1-4H3/t19-/m1/s1

InChIKey

KDGDSGHLTUVPGB-LJQANCHMSA-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: 510389
Curation: pdb_similarity_tanimoto
Binding sites: PF08242' 'PF08659

External resources

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

ChEMBL ChEMBL compound CHEMBL5923558 →
UniProt UniProt P49327 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5923558”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_1250.

PDB 15

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)