Ligand profile

CHEMBL3769439

Bioactivity hit from ChEMBL on a similar protein.

Bound to: P35318

Via homolog UniProt P06881 Formula C₃₃H₄₂Cl₂N₆O₂

pchembl 8.96 ~1.1 nM

Mol. weight 625.65 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3769439
UniProt (similar protein): P06881
pchembl: 8.960 (~1.1 nM)
Target protein: P35318

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 625.65 Da

LogP (Crippen) 6.16

H-bond donors 2

H-bond acceptors 4

TPSA 84.57 Å²

Rotatable bonds 6

Aromatic rings 3 / 6

Heavy atoms 43

Fraction sp³ C 0.55

Formula C₃₃H₄₂Cl₂N₆O₂

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 84.6
−1 ≤ LogP ≤ 5 6.16

Lipinski's Rule of Five Fail 2 violations

MW ≤ 500 Da 625.6
LogP ≤ 5 6.16
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 4

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 84.6

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1cc(C[C@@H](NC(=O)N2CCC(c3ccc(Cl)cc3Cl)CC2)C(=O)N2CCC(N3CCCCC3)CC2)cc2cn[nH]c12

InChI

InChI=1S/C33H42Cl2N6O2/c1-22-17-23(18-25-21-36-38-31(22)25)19-30(32(42)40-15-9-27(10-16-40)39-11-3-2-4-12-39)37-33(43)41-13-7-24(8-14-41)28-6-5-26(34)20-29(28)35/h5-6,17-18,20-21,24,27,30H,2-4,7-16,19H2,1H3,(H,36,38)(H,37,43)/t30-/m1/s1

InChIKey

VBQBLAJKPJTHLI-SSEXGKCCSA-N

Provenance

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

Method: LigQ domain
Source: ChEMBL
Activity: Active
Binding sites: PF00214

External resources

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

ChEMBL ChEMBL compound CHEMBL3769439 →
UniProt UniProt P06881 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3769439”) →

Other ligands for this protein

Quick navigation to other ligands bound to P35318.

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)