Ligand profile

CHEMBL2392915

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2384 — methionine aminopeptidase, type I

Via homolog UniProt P53582 Formula C₂₈H₂₇Cl₂N₅O
pchembl 6.80 ~158.5 nM
Mol. weight 520.46 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2392915
UniProt (similar protein)
P53582
pchembl
6.800 (~158.5 nM)
Target protein
VK055_2384

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 520.46 Da
LogP (Crippen) 6.45
H-bond donors 2
H-bond acceptors 5
TPSA 79.80 Ų
Rotatable bonds 10
Aromatic rings 4 / 4
Heavy atoms 36
Fraction sp³ C 0.21
Formula C₂₈H₂₇Cl₂N₅O

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 79.8
  • −1 ≤ LogP ≤ 5 6.45
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 520.5
  • LogP ≤ 5 6.45
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 79.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1nc(-c2ccc(Cl)cn2)nc(NC[C@H](NC(=O)CCCc2ccccc2)c2ccccc2)c1Cl
InChI 
InChI=1S/C28H27Cl2N5O/c1-19-26(30)28(35-27(33-19)23-16-15-22(29)17-31-23)32-18-24(21-12-6-3-7-13-21)34-25(36)14-8-11-20-9-4-2-5-10-20/h2-7,9-10,12-13,15-17,24H,8,11,14,18H2,1H3,(H,34,36)(H,32,33,35)/t24-/m0/s1
InChIKey 
QZLKLWALIASERX-DEOSSOPVSA-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)