Ligand profile

CHEMBL3690855

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3809 — sodium/pantothenate symporter

Via homolog UniProt P13866 Formula C₂₅H₂₇ClN₄O₂

pchembl 9.15 ~0.7 nM

Mol. weight 450.97 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3690855
UniProt (similar protein): P13866
pchembl: 9.150 (~0.7 nM)
Target protein: VK055_3809

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 450.97 Da

LogP (Crippen) 4.81

H-bond donors 2

H-bond acceptors 4

TPSA 76.02 Å²

Rotatable bonds 4

Aromatic rings 3 / 4

Heavy atoms 32

Fraction sp³ C 0.32

Formula C₂₅H₂₇ClN₄O₂

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 76.0
−1 ≤ LogP ≤ 5 4.81

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 451.0
LogP ≤ 5 4.81
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 4

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 76.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

C[C@H]1C(=O)NC[C@@H]1C(=O)Nc1cc(-c2cccc(C(C)(C)C)c2)n(-c2ccccc2Cl)n1

InChI

InChI=1S/C25H27ClN4O2/c1-15-18(14-27-23(15)31)24(32)28-22-13-21(16-8-7-9-17(12-16)25(2,3)4)30(29-22)20-11-6-5-10-19(20)26/h5-13,15,18H,14H2,1-4H3,(H,27,31)(H,28,29,32)/t15-,18+/m1/s1

InChIKey

UEUFCPVOZVPASB-QAPCUYQASA-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: 265718
Binding sites: PF00474

External resources

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

ChEMBL ChEMBL compound CHEMBL3690855 →
UniProt UniProt P13866 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3690855”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_3809.

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)