Ligand profile

CHEMBL3695097

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2642 — sodium:solute symporter family protein

Via homolog UniProt P13866 Formula C₂₇H₂₉F₃N₄O₄

pchembl 8.77 ~1.7 nM

Mol. weight 530.55 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3695097
UniProt (similar protein): P13866
pchembl: 8.770 (~1.7 nM)
Target protein: VK055_2642

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 530.55 Da

LogP (Crippen) 4.87

H-bond donors 2

H-bond acceptors 6

TPSA 94.48 Å²

Rotatable bonds 10

Aromatic rings 3 / 4

Heavy atoms 38

Fraction sp³ C 0.37

Formula C₂₇H₂₉F₃N₄O₄

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 94.5
−1 ≤ LogP ≤ 5 4.87

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 530.5
LogP ≤ 5 4.87
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 10
TPSA ≤ 140 Å² 94.5

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCCOc1cccc(-n2nc(NC(=O)[C@@H]3CNC(=O)C3)cc2-c2cccc(CO[C@H](C)C(F)(F)F)c2)c1

InChI

InChI=1S/C27H29F3N4O4/c1-3-10-37-22-9-5-8-21(13-22)34-23(14-24(33-34)32-26(36)20-12-25(35)31-15-20)19-7-4-6-18(11-19)16-38-17(2)27(28,29)30/h4-9,11,13-14,17,20H,3,10,12,15-16H2,1-2H3,(H,31,35)(H,32,33,36)/t17-,20+/m1/s1

InChIKey

JYHKXXNWFGBGJQ-XLIONFOSSA-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: 265937
Binding sites: PF00474

External resources

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

ChEMBL ChEMBL compound CHEMBL3695097 →
UniProt UniProt P13866 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3695097”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_2642.

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)