Ligand profile

CHEMBL2392905

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2384 — methionine aminopeptidase, type I

Via homolog UniProt P53582 Formula C₂₇H₃₄ClN₇O₂
pchembl 6.57 ~269.2 nM
Mol. weight 524.07 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2392905
UniProt (similar protein)
P53582
pchembl
6.570 (~269.2 nM)
Target protein
VK055_2384

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 524.07 Da
LogP (Crippen) 3.46
H-bond donors 3
H-bond acceptors 8
TPSA 104.30 Ų
Rotatable bonds 11
Aromatic rings 3 / 4
Heavy atoms 37
Fraction sp³ C 0.41
Formula C₂₇H₃₄ClN₇O₂

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 104.3
  • −1 ≤ LogP ≤ 5 3.46
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 524.1
  • LogP ≤ 5 3.46
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 104.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(-c2nc(C)c(Cl)c(NC[C@H](NC(=O)CCCN3CCNCC3)c3ccccc3)n2)nc1
InChI 
InChI=1S/C27H34ClN7O2/c1-19-25(28)27(34-26(32-19)22-11-10-21(37-2)17-30-22)31-18-23(20-7-4-3-5-8-20)33-24(36)9-6-14-35-15-12-29-13-16-35/h3-5,7-8,10-11,17,23,29H,6,9,12-16,18H2,1-2H3,(H,33,36)(H,31,32,34)/t23-/m0/s1
InChIKey 
XCAJLUVLKKMRAC-QHCPKHFHSA-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
PF00557

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_2384.

PDB 46

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)