Ligand profile

CHEMBL3905533

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₄H₃₉N₅O₅
pchembl 8.74 ~1.8 nM
Mol. weight 597.72 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3905533
UniProt (similar protein)
O00400
pchembl
8.740 (~1.8 nM)
Target protein
VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 597.72 Da
LogP (Crippen) 5.32
H-bond donors 2
H-bond acceptors 9
TPSA 127.65 Ų
Rotatable bonds 11
Aromatic rings 5 / 6
Heavy atoms 44
Fraction sp³ C 0.41
Formula C₃₄H₃₉N₅O₅

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 5.32
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 597.7
  • LogP ≤ 5 5.32
  • 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)O)CC2)c2ccnn12
InChI 
InChI=1S/C34H39N5O5/c1-3-4-9-30-29(20-23-10-12-24(13-11-23)27-7-5-6-8-28(27)32-36-34(42)44-37-32)33(41)38(31-18-19-35-39(30)31)25-14-16-26(17-15-25)43-21-22(2)40/h5-8,10-13,18-19,22,25-26,40H,3-4,9,14-17,20-21H2,1-2H3,(H,36,37,42)
InChIKey 
HWJBXZFWZSDTJT-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
226830
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)