Ligand profile

CHEMBL3648636

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₂H₃₅FN₆O₅
pchembl 8.68 ~2.1 nM
Mol. weight 602.67 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648636
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 602.67 Da
LogP (Crippen) 4.38
H-bond donors 2
H-bond acceptors 10
TPSA 140.54 Ų
Rotatable bonds 10
Aromatic rings 5 / 6
Heavy atoms 44
Fraction sp³ C 0.41
Formula C₃₂H₃₅FN₆O₅

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 4.38
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 602.7
  • LogP ≤ 5 4.38
  • 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]2C[C@H](OCC(C)(C)O)C2)c2nc(C)nn12
InChI 
InChI=1S/C32H35FN6O5/c1-5-8-27-25(29(40)38(30-34-18(2)36-39(27)30)21-15-22(16-21)43-17-32(3,4)42)13-20-12-11-19(14-26(20)33)23-9-6-7-10-24(23)28-35-31(41)44-37-28/h6-7,9-12,14,21-22,42H,5,8,13,15-17H2,1-4H3,(H,35,37,41)/t21-,22-
InChIKey 
UIWKHGFKAAPCAV-HZCBDIJESA-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
226821
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)