Ligand profile

CHEMBL4858385

Bioactivity hit from ChEMBL on a similar protein.

Bound to: A0A075B6I6

Via homolog UniProt P01721 Formula C₂₅H₂₉N₃O₅

pchembl 6.82 ~151.4 nM

Mol. weight 451.52 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4858385
UniProt (similar protein): P01721
pchembl: 6.820 (~151.4 nM)
Target protein: A0A075B6I6

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 451.52 Da

LogP (Crippen) 3.52

H-bond donors 2

H-bond acceptors 6

TPSA 114.87 Å²

Rotatable bonds 9

Aromatic rings 3 / 3

Heavy atoms 33

Fraction sp³ C 0.32

Formula C₂₅H₂₉N₃O₅

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 114.9
−1 ≤ LogP ≤ 5 3.52

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 451.5
LogP ≤ 5 3.52
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 9
TPSA ≤ 140 Å² 114.9

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCN(CC)c1ccc2c(C)c(CCOC(=O)NCc3cccc(C(N)=O)c3)c(=O)oc2c1

InChI

InChI=1S/C25H29N3O5/c1-4-28(5-2)19-9-10-20-16(3)21(24(30)33-22(20)14-19)11-12-32-25(31)27-15-17-7-6-8-18(13-17)23(26)29/h6-10,13-14H,4-5,11-12,15H2,1-3H3,(H2,26,29)(H,27,31)

InChIKey

QWLHHPHKMDMZOJ-UHFFFAOYSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method: LigQ domain
Source: ChEMBL
Binding sites: PF07686

External resources

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

ChEMBL ChEMBL compound CHEMBL4858385 →
UniProt UniProt P01721 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4858385”) →

Other ligands for this protein

Quick navigation to other ligands bound to A0A075B6I6.

PDB 55

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 28

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)