Ligand profile

CHEMBL2324202

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_4295 — peptidase M16 inactive domain protein

Via homolog UniProt P14735 Formula C₃₇H₄₅N₉O₉
pchembl 6.99 ~102.3 nM
Mol. weight 759.82 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2324202
UniProt (similar protein)
P14735
pchembl
6.990 (~102.3 nM)
Target protein
VK055_4295

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 759.82 Da
LogP (Crippen) -0.34
H-bond donors 12
H-bond acceptors 9
TPSA 314.94 Ų
Rotatable bonds 20
Aromatic rings 4 / 4
Heavy atoms 55
Fraction sp³ C 0.32
Formula C₃₇H₄₅N₉O₉

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 314.9
  • −1 ≤ LogP ≤ 5 -0.34
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 759.8
  • LogP ≤ 5 -0.34
  • H-bond donors ≤ 5 12
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 20
  • TPSA ≤ 140 Ų 314.9
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](Cc1ccc2ccccc2c1)[C@@H](O)C(=O)NO)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CCC(=O)O)C(N)=O
InChI 
InChI=1S/C37H45N9O9/c38-32(50)27(13-14-30(47)48)43-35(53)29(18-23-19-42-26-9-4-3-8-24(23)26)45-34(52)28(10-5-15-41-37(39)40)44-33(51)25(31(49)36(54)46-55)17-20-11-12-21-6-1-2-7-22(21)16-20/h1-4,6-9,11-12,16,19,25,27-29,31,42,49,55H,5,10,13-15,17-18H2,(H2,38,50)(H,43,53)(H,44,51)(H,45,52)(H,46,54)(H,47,48)(H4,39,40,41)/t25-,27+,28+,29+,31-/m1/s1
InChIKey 
BHQDUEIUHBHLON-GXPIJPPGSA-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)