Ligand profile

CHEMBL3892965

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₃H₃₆FN₅O₅
pchembl 8.80 ~1.6 nM
Mol. weight 601.68 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3892965
UniProt (similar protein)
O00400
pchembl
8.800 (~1.6 nM)
Target protein
VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 601.68 Da
LogP (Crippen) 5.07
H-bond donors 2
H-bond acceptors 9
TPSA 127.65 Ų
Rotatable bonds 10
Aromatic rings 5 / 6
Heavy atoms 44
Fraction sp³ C 0.39
Formula C₃₃H₃₆FN₅O₅

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 5.07
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 601.7
  • LogP ≤ 5 5.07
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 9
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 127.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCc1c(Cc2ccc(-c3ccccc3-c3nc(=O)o[nH]3)cc2F)c(=O)n(C2CCC(OCC(C)O)CC2)c2ccnn12
InChI 
InChI=1S/C33H36FN5O5/c1-3-6-29-27(32(41)38(30-15-16-35-39(29)30)23-11-13-24(14-12-23)43-19-20(2)40)17-22-10-9-21(18-28(22)34)25-7-4-5-8-26(25)31-36-33(42)44-37-31/h4-5,7-10,15-16,18,20,23-24,40H,3,6,11-14,17,19H2,1-2H3,(H,36,37,42)
InChIKey 
FVRLNNYIBSGEGW-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
226831
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)