Ligand profile

CHEMBL5976657

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05412 — Quinone oxidoreductase PIG3

Via homolog UniProt P49327 Formula C₂₈H₂₉N₃O₃
pchembl 7.09 ~81.3 nM
Mol. weight 455.56 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5976657
UniProt (similar protein)
P49327
pchembl
7.090 (~81.3 nM)
Target protein
KP13_05412

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 455.56 Da
LogP (Crippen) 4.73
H-bond donors 0
H-bond acceptors 4
TPSA 66.12 Ų
Rotatable bonds 5
Aromatic rings 3 / 6
Heavy atoms 34
Fraction sp³ C 0.39
Formula C₂₈H₂₉N₃O₃

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 66.1
  • −1 ≤ LogP ≤ 5 4.73
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 455.6
  • LogP ≤ 5 4.73
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 66.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC1(C)N=C(c2ccc(-c3ccc4occc4c3)cc2)N(C[C@@H]2CCN(C(=O)C3CC3)C2)C1=O
InChI 
InChI=1S/C28H29N3O3/c1-28(2)27(33)31(17-18-11-13-30(16-18)26(32)21-7-8-21)25(29-28)20-5-3-19(4-6-20)22-9-10-24-23(15-22)12-14-34-24/h3-6,9-10,12,14-15,18,21H,7-8,11,13,16-17H2,1-2H3/t18-/m1/s1
InChIKey 
VZPOZXLWVVIOPT-GOSISDBHSA-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
510300
Curation
pdb_similarity_tanimoto
Binding sites
PF08242' 'PF08659

External resources

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

Other ligands for this protein

Quick navigation to other ligands bound to KP13_05412.

PDB 15

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)