Ligand profile

CHEMBL78505

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2794 — pepA Transcriptional Repressor, Aminopeptidase A/I

Via homolog UniProt P28838 Formula C₂₉H₄₃N₇O₇S
pchembl 6.54 ~288.4 nM
Mol. weight 633.77 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL78505
UniProt (similar protein)
P28838
pchembl
6.540 (~288.4 nM)
Target protein
VK055_2794

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 633.77 Da
LogP (Crippen) -2.19
H-bond donors 7
H-bond acceptors 9
TPSA 217.26 Ų
Rotatable bonds 13
Aromatic rings 1 / 3
Heavy atoms 44
Fraction sp³ C 0.59
Formula C₂₉H₄₃N₇O₇S

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 217.3
  • −1 ≤ LogP ≤ 5 -2.19
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 633.8
  • LogP ≤ 5 -2.19
  • H-bond donors ≤ 5 7
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • TPSA ≤ 140 Ų 217.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@H](NC(=O)[C@H](C)NC(=O)[C@@H]1CCCN1C(=O)[C@@H]1CCCN1C(=O)[C@@H](O)[C@H](N)Cc1ccccc1)C(=O)N[C@@H](CS)C(N)=O
InChI 
InChI=1S/C29H43N7O7S/c1-16(25(39)32-17(2)26(40)34-20(15-44)24(31)38)33-27(41)21-10-6-12-35(21)28(42)22-11-7-13-36(22)29(43)23(37)19(30)14-18-8-4-3-5-9-18/h3-5,8-9,16-17,19-23,37,44H,6-7,10-15,30H2,1-2H3,(H2,31,38)(H,32,39)(H,33,41)(H,34,40)/t16-,17-,19+,20-,21-,22-,23-/m0/s1
InChIKey 
NZQDJXSJXCVXAN-FCZNNESMSA-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
PF00883

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_2794.

PDB 10

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)