Ligand profile

CHEMBL2324204

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_4295 — peptidase M16 inactive domain protein

Via homolog UniProt P14735 Formula C₃₅H₄₃N₉O₇
pchembl 7.30 ~50.1 nM
Mol. weight 701.79 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2324204
UniProt (similar protein)
P14735
pchembl
7.300 (~50.1 nM)
Target protein
VK055_4295

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 701.79 Da
LogP (Crippen) 0.52
H-bond donors 11
H-bond acceptors 8
TPSA 277.64 Ų
Rotatable bonds 18
Aromatic rings 4 / 4
Heavy atoms 51
Fraction sp³ C 0.31
Formula C₃₅H₄₃N₉O₇

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 277.6
  • −1 ≤ LogP ≤ 5 0.52
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 701.8
  • LogP ≤ 5 0.52
  • H-bond donors ≤ 5 11
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 18
  • TPSA ≤ 140 Ų 277.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
N=C(N)NCCC[C@@H](NC(=O)[C@@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](N)CCC(=O)O)C(=O)N[C@H](Cc1ccc2ccccc2c1)C(=O)NO
InChI 
InChI=1S/C35H43N9O7/c36-25(13-14-30(45)46)31(47)42-29(18-23-19-40-26-9-4-3-8-24(23)26)33(49)41-27(10-5-15-39-35(37)38)32(48)43-28(34(50)44-51)17-20-11-12-21-6-1-2-7-22(21)16-20/h1-4,6-9,11-12,16,19,25,27-29,40,51H,5,10,13-15,17-18,36H2,(H,41,49)(H,42,47)(H,43,48)(H,44,50)(H,45,46)(H4,37,38,39)/t25-,27-,28-,29-/m1/s1
InChIKey 
NGBDRUKCEWTPAF-YXINZVNLSA-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
Curation
pdb_similarity_tanimoto
Binding sites
PF00675' 'PF05193

External resources

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

Other ligands for this protein

Quick navigation to other ligands bound to VK055_4295.

PDB 16

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

Ligand PDB entry

ChEMBL 11

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)