Ligand profile

CHEMBL3658914

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3063 — sodium Bile acid symporter family protein

Via homolog UniProt Q12908 Formula C₂₉H₄₁N₃O₆S

pchembl 9.00 ~1.0 nM

Mol. weight 559.73 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3658914
UniProt (similar protein): Q12908
pchembl: 9.000 (~1.0 nM)
Target protein: VK055_3063

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 559.73 Da

LogP (Crippen) 3.97

H-bond donors 4

H-bond acceptors 7

TPSA 136.04 Å²

Rotatable bonds 13

Aromatic rings 2 / 3

Heavy atoms 39

Fraction sp³ C 0.52

Formula C₂₉H₄₁N₃O₆S

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 136.0
−1 ≤ LogP ≤ 5 3.97

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 559.7
LogP ≤ 5 3.97
H-bond donors ≤ 5 4
H-bond acceptors ≤ 10 7

Veber's rules Fail

Rotatable bonds ≤ 10 13
TPSA ≤ 140 Å² 136.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCCC[C@]1(CC)CS(=O)(=O)c2cc(CNC(CC(=O)O)CC(=O)O)c(N(C)C)cc2[C@@H](c2ccccc2)N1

InChI

InChI=1S/C29H41N3O6S/c1-5-7-13-29(6-2)19-39(37,38)25-14-21(18-30-22(15-26(33)34)16-27(35)36)24(32(3)4)17-23(25)28(31-29)20-11-9-8-10-12-20/h8-12,14,17,22,28,30-31H,5-7,13,15-16,18-19H2,1-4H3,(H,33,34)(H,35,36)/t28-,29-/m1/s1

InChIKey

LRVNUOYKHDNAOI-FQLXRVMXSA-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: 302761
Binding sites: PF01758

External resources

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

ChEMBL ChEMBL compound CHEMBL3658914 →
UniProt UniProt Q12908 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3658914”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_3063.

PDB 4

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)