Ligand profile

CHEMBL2392914

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2384 — methionine aminopeptidase, type I

Via homolog UniProt P53582 Formula C₂₇H₂₅Cl₂N₅O
pchembl 7.03 ~93.3 nM
Mol. weight 506.44 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2392914
UniProt (similar protein)
P53582
pchembl
7.030 (~93.3 nM)
Target protein
VK055_2384

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 506.44 Da
LogP (Crippen) 6.06
H-bond donors 2
H-bond acceptors 5
TPSA 79.80 Ų
Rotatable bonds 9
Aromatic rings 4 / 4
Heavy atoms 35
Fraction sp³ C 0.19
Formula C₂₇H₂₅Cl₂N₅O

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 6.06
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 506.4
  • LogP ≤ 5 6.06
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • 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)CCc2ccccc2)c2ccccc2)c1Cl
InChI 
InChI=1S/C27H25Cl2N5O/c1-18-25(29)27(34-26(32-18)22-14-13-21(28)16-30-22)31-17-23(20-10-6-3-7-11-20)33-24(35)15-12-19-8-4-2-5-9-19/h2-11,13-14,16,23H,12,15,17H2,1H3,(H,33,35)(H,31,32,34)/t23-/m0/s1
InChIKey 
IWPKHWAHQNLSRO-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)