Ligand profile

CHEMBL3648621

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₄H₃₉FN₆O₅
pchembl 8.77 ~1.7 nM
Mol. weight 630.72 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648621
UniProt (similar protein)
O00400
pchembl
8.770 (~1.7 nM)
Target protein
VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 630.72 Da
LogP (Crippen) 5.16
H-bond donors 2
H-bond acceptors 10
TPSA 140.54 Ų
Rotatable bonds 10
Aromatic rings 5 / 6
Heavy atoms 46
Fraction sp³ C 0.44
Formula C₃₄H₃₉FN₆O₅

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 140.5
  • −1 ≤ LogP ≤ 5 5.16
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 630.7
  • LogP ≤ 5 5.16
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 140.5
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([C@H]2CC[C@H](OCC(C)(C)O)CC2)c2nc(C)nn12
InChI 
InChI=1S/C34H39FN6O5/c1-5-8-29-27(17-22-12-11-21(18-28(22)35)25-9-6-7-10-26(25)30-37-33(43)46-39-30)31(42)40(32-36-20(2)38-41(29)32)23-13-15-24(16-14-23)45-19-34(3,4)44/h6-7,9-12,18,23-24,44H,5,8,13-17,19H2,1-4H3,(H,37,39,43)/t23-,24-
InChIKey 
QGWCOXHWRYJPTH-RQNOJGIXSA-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
226806
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)