Ligand profile

CHEMBL3953226

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₄H₃₈FN₅O₅
pchembl 8.70 ~2.0 nM
Mol. weight 615.71 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3953226
UniProt (similar protein)
O00400
pchembl
8.700 (~2.0 nM)
Target protein
VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 615.71 Da
LogP (Crippen) 5.46
H-bond donors 2
H-bond acceptors 9
TPSA 127.65 Ų
Rotatable bonds 10
Aromatic rings 5 / 6
Heavy atoms 45
Fraction sp³ C 0.41
Formula C₃₄H₃₈FN₅O₅

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 5.46
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 615.7
  • LogP ≤ 5 5.46
  • 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)cc2)c(=O)n(C2CCC(OCC(C)(C)O)CC2)c2c(F)cnn12
InChI 
InChI=1S/C34H38FN5O5/c1-4-7-29-27(18-21-10-12-22(13-11-21)25-8-5-6-9-26(25)30-37-33(42)45-38-30)32(41)39(31-28(35)19-36-40(29)31)23-14-16-24(17-15-23)44-20-34(2,3)43/h5-6,8-13,19,23-24,43H,4,7,14-18,20H2,1-3H3,(H,37,38,42)
InChIKey 
KCBHHNRDAGPPMD-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
226834
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)