Ligand profile

CHEMBL2392906

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2384 — methionine aminopeptidase, type I

Via homolog UniProt P53582 Formula C₂₆H₃₁ClFN₇O
pchembl 7.31 ~49.0 nM
Mol. weight 512.03 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2392906
UniProt (similar protein)
P53582
pchembl
7.310 (~49.0 nM)
Target protein
VK055_2384

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 512.03 Da
LogP (Crippen) 3.59
H-bond donors 3
H-bond acceptors 7
TPSA 95.07 Ų
Rotatable bonds 10
Aromatic rings 3 / 4
Heavy atoms 36
Fraction sp³ C 0.38
Formula C₂₆H₃₁ClFN₇O

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 95.1
  • −1 ≤ LogP ≤ 5 3.59
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 512.0
  • LogP ≤ 5 3.59
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 95.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1nc(-c2ccc(F)cn2)nc(NC[C@H](NC(=O)CCCN2CCNCC2)c2ccccc2)c1Cl
InChI 
InChI=1S/C26H31ClFN7O/c1-18-24(27)26(34-25(32-18)21-10-9-20(28)16-30-21)31-17-22(19-6-3-2-4-7-19)33-23(36)8-5-13-35-14-11-29-12-15-35/h2-4,6-7,9-10,16,22,29H,5,8,11-15,17H2,1H3,(H,33,36)(H,31,32,34)/t22-/m0/s1
InChIKey 
OGUUREAHYUUHTJ-QFIPXVFZSA-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)