Ligand profile

CHEMBL3942491

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₅H₄₁N₅O₅
pchembl 8.68 ~2.1 nM
Mol. weight 611.74 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3942491
UniProt (similar protein)
O00400
pchembl
8.680 (~2.1 nM)
Target protein
VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 611.74 Da
LogP (Crippen) 5.71
H-bond donors 2
H-bond acceptors 9
TPSA 127.65 Ų
Rotatable bonds 11
Aromatic rings 5 / 6
Heavy atoms 45
Fraction sp³ C 0.43
Formula C₃₅H₄₁N₅O₅

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 127.7
  • −1 ≤ LogP ≤ 5 5.71
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 611.7
  • LogP ≤ 5 5.71
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 127.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCCc1c(Cc2ccc(-c3ccccc3-c3nc(=O)o[nH]3)cc2)c(=O)n(C2CCC(OCC(C)(C)O)CC2)c2ccnn12
InChI 
InChI=1S/C35H41N5O5/c1-4-5-10-30-29(21-23-11-13-24(14-12-23)27-8-6-7-9-28(27)32-37-34(42)45-38-32)33(41)39(31-19-20-36-40(30)31)25-15-17-26(18-16-25)44-22-35(2,3)43/h6-9,11-14,19-20,25-26,43H,4-5,10,15-18,21-22H2,1-3H3,(H,37,38,42)
InChIKey 
YYIXLDLYKWJMMC-UHFFFAOYSA-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
Activity
226828
Binding sites
PF13000

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_2159.

ChEMBL 99

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

Compound Potency (pchembl)