Ligand profile

CHEMBL1780218

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt Q03521 Formula C₄₈H₈₃N₁₁O₁₆
pchembl 6.61 ~245.5 nM
Mol. weight 1070.25 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1780218
UniProt (similar protein)
Q03521
pchembl
6.610 (~245.5 nM)
Target protein
VK055_3191

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1070.25 Da
LogP (Crippen) -1.88
H-bond donors 16
H-bond acceptors 18
TPSA 423.36 Ų
Rotatable bonds 34
Aromatic rings 1 / 4
Heavy atoms 75
Fraction sp³ C 0.79
Formula C₄₈H₈₃N₁₁O₁₆

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 423.4
  • −1 ≤ LogP ≤ 5 -1.88
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1070.3
  • LogP ≤ 5 -1.88
  • H-bond donors ≤ 5 16
  • H-bond acceptors ≤ 10 18
Veber's rules Fail
  • Rotatable bonds ≤ 10 34
  • TPSA ≤ 140 Ų 423.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCCCCCCCCCCCCC[C@H](NC(=O)[C@@H](NC(=O)N[C@H](C(=O)O)C(C)C)[C@@H]1CCNC(=N)N1)C(=O)NCCCN[C@H](C(=O)O)[C@H](O[C@@H]1O[C@H](CN)[C@@H](O)[C@H]1O)[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)[C@H](O)[C@@H]1O
InChI 
InChI=1S/C48H83N11O16/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-18-28(54-41(66)32(27-19-23-53-46(50)55-27)58-47(71)57-31(26(2)3)43(67)68)40(65)52-22-17-21-51-33(44(69)70)38(75-45-37(64)34(61)29(25-49)73-45)39-35(62)36(63)42(74-39)59-24-20-30(60)56-48(59)72/h20,24,26-29,31-39,42,45,51,61-64H,4-19,21-23,25,49H2,1-3H3,(H,52,65)(H,54,66)(H,67,68)(H,69,70)(H3,50,53,55)(H,56,60,72)(H2,57,58,71)/t27-,28-,29+,31-,32-,33-,34+,35-,36+,37+,38-,39-,42+,45-/m0/s1
InChIKey 
JJBWEBWBMNYISO-VGCNZUSJSA-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)