Ligand profile

CHEMBL1643868

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3786 — peptide deformylase

Via homolog UniProt Q9I7A8 Formula C₂₀H₃₀N₂O₅
pchembl 7.66 ~21.9 nM
Mol. weight 378.47 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1643868
UniProt (similar protein)
Q9I7A8
pchembl
7.660 (~21.9 nM)
Target protein
VK055_3786

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 378.47 Da
LogP (Crippen) 2.67
H-bond donors 2
H-bond acceptors 5
TPSA 95.94 Ų
Rotatable bonds 12
Aromatic rings 1 / 1
Heavy atoms 27
Fraction sp³ C 0.55
Formula C₂₀H₃₀N₂O₅

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 95.9
  • −1 ≤ LogP ≤ 5 2.67
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 378.5
  • LogP ≤ 5 2.67
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 5
Veber's rules Fail
  • Rotatable bonds ≤ 10 12
  • TPSA ≤ 140 Ų 95.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCC[C@H](CN(O)C=O)C(=O)[C@@H](NC(=O)c1cccc(OC)c1)C(C)C
InChI 
InChI=1S/C20H30N2O5/c1-5-6-8-16(12-22(26)13-23)19(24)18(14(2)3)21-20(25)15-9-7-10-17(11-15)27-4/h7,9-11,13-14,16,18,26H,5-6,8,12H2,1-4H3,(H,21,25)/t16-,18+/m1/s1
InChIKey 
HOOMNEMLNJDAKE-AEFFLSMTSA-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
Binding sites
PF01327

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_3786.

PDB 12

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)