Ligand profile

37P

Ligand co-crystallized with a similar protein (Protein Data Bank).

Bound to: VK055_2590 — lipoate-protein ligase A

Via homolog PDB 4tvw UniProt P32099 Formula C₂₇H₂₇N₇O₁₀S
Mol. weight 641.62 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
37P
PDB
4tvw
UniProt (similar protein)
P32099
Target protein
VK055_2590

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 641.62 Da
LogP (Crippen) 0.13
H-bond donors 5
H-bond acceptors 16
TPSA 255.11 Ų
Rotatable bonds 10
Aromatic rings 3 / 6
Heavy atoms 45
Fraction sp³ C 0.33
Formula C₂₇H₂₇N₇O₁₀S

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 255.1
  • −1 ≤ LogP ≤ 5 0.13
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 641.6
  • LogP ≤ 5 0.13
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 16
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 255.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
c1cc2c(cc1O)OC3=CC(=O)C(=CC3=N2)CCCCC(=O)NS(=O)(=O)OC[C@@H]4[C@H]([C@H]([C@H](O4)n5cnc6c5ncnc6N)O)O
InChI 
InChI=1S/C27H27N7O10S/c28-25-22-26(30-11-29-25)34(12-31-22)27-24(39)23(38)20(44-27)10-42-45(40,41)33-21(37)4-2-1-3-13-7-16-19(9-17(13)36)43-18-8-14(35)5-6-15(18)32-16/h5-9,11-12,20,23-24,27,35,38-39H,1-4,10H2,(H,33,37)(H2,28,29,30)/t20-,23-,24-,27+/m1/s1
InChIKey 
INHRVYHMUNZSSB-PKDYZCKRSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Source
PDB
Binding sites
PF21948

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_2590.

PDB 5

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)