Ligand profile

CHEMBL3648555

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₂₉H₂₉FN₆O₄
pchembl 9.10 ~0.8 nM
Mol. weight 544.59 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648555
UniProt (similar protein)
O00400
pchembl
9.100 (~0.8 nM)
Target protein
VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 544.59 Da
LogP (Crippen) 4.06
H-bond donors 2
H-bond acceptors 9
TPSA 131.31 Ų
Rotatable bonds 7
Aromatic rings 5 / 6
Heavy atoms 40
Fraction sp³ C 0.34
Formula C₂₉H₂₉FN₆O₄

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 131.3
  • −1 ≤ LogP ≤ 5 4.06
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 544.6
  • LogP ≤ 5 4.06
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 9
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 131.3
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](O)CC2)c2ncnn12
InChI 
InChI=1S/C29H29FN6O4/c1-2-5-25-23(27(38)35(28-31-16-32-36(25)28)19-10-12-20(37)13-11-19)14-18-9-8-17(15-24(18)30)21-6-3-4-7-22(21)26-33-29(39)40-34-26/h3-4,6-9,15-16,19-20,37H,2,5,10-14H2,1H3,(H,33,34,39)/t19-,20-
InChIKey 
CVDPCPAIFZILGD-MXVIHJGJSA-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
226735
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)