Ligand profile

ZINC31544555

Virtual-screening candidate from ZINC.

Bound to: VK055_4427 — tonB dependent receptor family protein

Via homolog UniProt Q05098 Formula C₁₇H₂₅N₅O₇
Tanimoto 0.58
Mol. weight 411.42 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC31544555
UniProt (similar protein)
Q05098
Tanimoto
0.582
Target protein
VK055_4427

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 411.42 Da
LogP (Crippen) -1.59
H-bond donors 9
H-bond acceptors 7
TPSA 218.09 Ų
Rotatable bonds 10
Aromatic rings 1 / 1
Heavy atoms 29
Fraction sp³ C 0.41
Formula C₁₇H₂₅N₅O₇

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 218.1
  • −1 ≤ LogP ≤ 5 -1.59
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 411.4
  • LogP ≤ 5 -1.59
  • H-bond donors ≤ 5 9
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 218.1
PAINS Alert

Matches PAINS filter: catechol_A(92). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@@H](O)[C@H](NC(=O)[C@H](CCCNC(=N)N)NC(=O)c1cccc(O)c1O)C(=O)O
InChI 
InChI=1S/C17H25N5O7/c1-8(23)12(16(28)29)22-15(27)10(5-3-7-20-17(18)19)21-14(26)9-4-2-6-11(24)13(9)25/h2,4,6,8,10,12,23-25H,3,5,7H2,1H3,(H,21,26)(H,22,27)(H,28,29)(H4,18,19,20)/t8-,10+,12+/m1/s1
InChIKey 
RYFDAFYFFUVLNW-QRTLGDNMSA-N

Provenance

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

Method
LigQ nearest_k
Query
8T2
Homolog
Q05098

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_4427.

PDB 7

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

Ligand PDB entry

ZINC 49

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

Compound Similarity (Tanimoto)