Ligand profile

CHEMBL3660151

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2681 — putative regulator

Via homolog UniProt Q8N5Z0 Formula C₁₇H₁₆N₄O₂

pchembl 7.44 ~36.3 nM

Mol. weight 308.34 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3660151
UniProt (similar protein): Q8N5Z0
pchembl: 7.440 (~36.3 nM)
Target protein: VK055_2681

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 308.34 Da

LogP (Crippen) 1.69

H-bond donors 2

H-bond acceptors 5

TPSA 84.38 Å²

Rotatable bonds 2

Aromatic rings 3 / 4

Heavy atoms 23

Fraction sp³ C 0.18

Formula C₁₇H₁₆N₄O₂

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 84.4
−1 ≤ LogP ≤ 5 1.69

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 308.3
LogP ≤ 5 1.69
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 2
TPSA ≤ 140 Å² 84.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

N[C@H]1Cc2cn(Cc3cccc4ccccc34)nc2N(O)C1=O

InChI

InChI=1S/C17H16N4O2/c18-15-8-13-10-20(19-16(13)21(23)17(15)22)9-12-6-3-5-11-4-1-2-7-14(11)12/h1-7,10,15,23H,8-9,18H2/t15-/m0/s1

InChIKey

PYXCWHVYLSAXBW-HNNXBMFYSA-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: 227643
Binding sites: PF00155

External resources

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

ChEMBL ChEMBL compound CHEMBL3660151 →
UniProt UniProt Q8N5Z0 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3660151”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_2681.

PDB 18

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)