Ligand profile

CHEMBL6012815

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₁H₂₂ClFN₆O₃

pchembl 9.12 ~0.8 nM

Mol. weight 460.90 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL6012815
UniProt (similar protein): Q02127
pchembl: 9.120 (~0.8 nM)
Target protein: VK055_1513

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 460.90 Da

LogP (Crippen) 2.80

H-bond donors 2

H-bond acceptors 8

TPSA 110.73 Å²

Rotatable bonds 5

Aromatic rings 4 / 4

Heavy atoms 32

Fraction sp³ C 0.33

Formula C₂₁H₂₂ClFN₆O₃

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 110.7
−1 ≤ LogP ≤ 5 2.80

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 460.9
LogP ≤ 5 2.80
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 8

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 110.7

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCn1c(CO)nn(-c2cc3c(C(C)C)cn(-c4c(C)n[nH]c4Cl)c(=O)c3cc2F)c1=O

InChI

InChI=1S/C21H22ClFN6O3/c1-5-27-17(9-30)26-29(21(27)32)16-7-12-13(6-15(16)23)20(31)28(8-14(12)10(2)3)18-11(4)24-25-19(18)22/h6-8,10,30H,5,9H2,1-4H3,(H,24,25)

InChIKey

ARIFMPDOUNGTJK-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: 1226020
Binding sites: PF01180

External resources

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

ChEMBL ChEMBL compound CHEMBL6012815 →
UniProt UniProt Q02127 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL6012815”) →

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)