Ligand profile

SH5

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

Bound to: VK055_2590 — lipoate-protein ligase A

Via homolog PDB 5ich UniProt Q830N7 Formula C₁₈H₂₇BrN₅O₈P
Mol. weight 552.32 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
SH5
PDB
5ich
UniProt (similar protein)
Q830N7
Target protein
VK055_2590

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 552.32 Da
LogP (Crippen) 1.42
H-bond donors 4
H-bond acceptors 12
TPSA 192.14 Ų
Rotatable bonds 12
Aromatic rings 2 / 3
Heavy atoms 33
Fraction sp³ C 0.67
Formula C₁₈H₂₇BrN₅O₈P

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 192.1
  • −1 ≤ LogP ≤ 5 1.42
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 552.3
  • LogP ≤ 5 1.42
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 12
  • TPSA ≤ 140 Ų 192.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OC(=O)CCCCCCCBr)O)O)N
InChI 
InChI=1S/C18H27BrN5O8P/c19-7-5-3-1-2-4-6-12(25)32-33(28,29)30-8-11-14(26)15(27)18(31-11)24-10-23-13-16(20)21-9-22-17(13)24/h9-11,14-15,18,26-27H,1-8H2,(H,28,29)(H2,20,21,22)/t11-,14-,15-,18-/m1/s1
InChIKey 
UBTOIYSSWKLJCN-XKLVTHTNSA-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
PF10437' '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)