Ligand profile

CHEMBL3770694

Bioactivity hit from ChEMBL on a similar protein.

Bound to: P35318

Via homolog UniProt P06881 Formula C₃₃H₄₃ClN₆O₂
pchembl 7.39 ~40.7 nM
Mol. weight 591.20 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3770694
UniProt (similar protein)
P06881
pchembl
7.390 (~40.7 nM)
Target protein
P35318

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 591.20 Da
LogP (Crippen) 5.50
H-bond donors 2
H-bond acceptors 4
TPSA 84.57 Ų
Rotatable bonds 6
Aromatic rings 3 / 6
Heavy atoms 42
Fraction sp³ C 0.55
Formula C₃₃H₄₃ClN₆O₂

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 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 84.6
  • −1 ≤ LogP ≤ 5 5.50
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 591.2
  • LogP ≤ 5 5.50
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 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)cc3)CC2)C(=O)N2CCC(N3CCCCC3)CC2)cc2cn[nH]c12
InChI 
InChI=1S/C33H43ClN6O2/c1-23-19-24(20-27-22-35-37-31(23)27)21-30(32(41)39-17-11-29(12-18-39)38-13-3-2-4-14-38)36-33(42)40-15-9-26(10-16-40)25-5-7-28(34)8-6-25/h5-8,19-20,22,26,29-30H,2-4,9-18,21H2,1H3,(H,35,37)(H,36,42)/t30-/m1/s1
InChIKey 
UYBBVPGPTNYATH-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
Binding sites
PF00214

External resources

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

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)