Ligand profile

CHEMBL2392910

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2384 — methionine aminopeptidase, type I

Via homolog UniProt P53582 Formula C₂₈H₃₇ClN₈O
pchembl 6.85 ~141.3 nM
Mol. weight 537.11 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2392910
UniProt (similar protein)
P53582
pchembl
6.850 (~141.3 nM)
Target protein
VK055_2384

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 537.11 Da
LogP (Crippen) 3.52
H-bond donors 3
H-bond acceptors 8
TPSA 98.31 Ų
Rotatable bonds 11
Aromatic rings 3 / 4
Heavy atoms 38
Fraction sp³ C 0.43
Formula C₂₈H₃₇ClN₈O

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 98.3
  • −1 ≤ LogP ≤ 5 3.52
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 537.1
  • LogP ≤ 5 3.52
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 98.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1nc(-c2ccc(N(C)C)cn2)nc(NC[C@H](NC(=O)CCCN2CCNCC2)c2ccccc2)c1Cl
InChI 
InChI=1S/C28H37ClN8O/c1-20-26(29)28(35-27(33-20)23-12-11-22(18-31-23)36(2)3)32-19-24(21-8-5-4-6-9-21)34-25(38)10-7-15-37-16-13-30-14-17-37/h4-6,8-9,11-12,18,24,30H,7,10,13-17,19H2,1-3H3,(H,34,38)(H,32,33,35)/t24-/m0/s1
InChIKey 
PLSOHYMTXJFTJD-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)