Ligand profile

CHEMBL3974614

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₁H₂₃N₃O₅

pchembl 9.01 ~1.0 nM

Mol. weight 397.43 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3974614
UniProt (similar protein): Q02127
pchembl: 9.010 (~1.0 nM)
Target protein: VK055_1513

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 397.43 Da

LogP (Crippen) 1.15

H-bond donors 5

H-bond acceptors 5

TPSA 149.27 Å²

Rotatable bonds 6

Aromatic rings 3 / 3

Heavy atoms 29

Fraction sp³ C 0.19

Formula C₂₁H₂₃N₃O₅

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 149.3
−1 ≤ LogP ≤ 5 1.15

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 397.4
LogP ≤ 5 1.15
H-bond donors ≤ 5 5
H-bond acceptors ≤ 10 5

Veber's rules Fail

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 149.3

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

NCCO.O=C(O)c1[nH]c(=O)[nH]c(=O)c1CCc1ccc(-c2ccccc2)cc1

InChI

InChI=1S/C19H16N2O4.C2H7NO/c22-17-15(16(18(23)24)20-19(25)21-17)11-8-12-6-9-14(10-7-12)13-4-2-1-3-5-13;3-1-2-4/h1-7,9-10H,8,11H2,(H,23,24)(H2,20,21,22,25);4H,1-3H2

InChIKey

ZETJEUBHSZPGJK-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
Binding sites: PF01180

External resources

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

ChEMBL ChEMBL compound CHEMBL3974614 →
UniProt UniProt Q02127 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3974614”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_1513.

PDB 75

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)