Ligand profile

CHEMBL5271984

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3191 — undecaprenyl-phosphate alpha-N-acetylglucosaminyl 1-phosphatetransferase

Via homolog UniProt Q03521 Formula C₃₁H₃₉N₉O₁₁
pchembl 7.38 ~41.7 nM
Mol. weight 713.71 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5271984
UniProt (similar protein)
Q03521
pchembl
7.380 (~41.7 nM)
Target protein
VK055_3191

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 713.71 Da
LogP (Crippen) -3.05
H-bond donors 11
H-bond acceptors 12
TPSA 312.09 Ų
Rotatable bonds 13
Aromatic rings 3 / 4
Heavy atoms 51
Fraction sp³ C 0.39
Formula C₃₁H₃₉N₉O₁₁

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 312.1
  • −1 ≤ LogP ≤ 5 -3.05
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 713.7
  • LogP ≤ 5 -3.05
  • H-bond donors ≤ 5 11
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • TPSA ≤ 140 Ų 312.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@H](N)C(=O)N[C@@H](C)[C@H](NC(=O)[C@H](C)NC(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)O)C(=O)N/C=C1\O[C@@H](n2ccc(=O)[nH]c2=O)[C@H](O)[C@@H]1O
InChI 
InChI=1S/C31H39N9O11/c1-13(32)25(44)35-14(2)22(27(46)34-12-20-23(42)24(43)28(51-20)40-9-8-21(41)38-31(40)50)39-26(45)15(3)36-30(49)37-19(29(47)48)10-16-11-33-18-7-5-4-6-17(16)18/h4-9,11-15,19,22-24,28,33,42-43H,10,32H2,1-3H3,(H,34,46)(H,35,44)(H,39,45)(H,47,48)(H2,36,37,49)(H,38,41,50)/b20-12-/t13-,14-,15-,19-,22-,23+,24+,28+/m0/s1
InChIKey 
RQVQDWIBHLGBGN-GXQLDFSKSA-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
PF00953' 'PF10555

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_3191.

ChEMBL 25

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 1

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

Compound Similarity (Tanimoto)