Ligand profile

CHEMBL3648576

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₁H₃₁N₇O₄
pchembl 8.72 ~1.9 nM
Mol. weight 565.63 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648576
UniProt (similar protein)
O00400
pchembl
8.720 (~1.9 nM)
Target protein
VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 565.63 Da
LogP (Crippen) 4.47
H-bond donors 1
H-bond acceptors 10
TPSA 144.10 Ų
Rotatable bonds 9
Aromatic rings 5 / 6
Heavy atoms 42
Fraction sp³ C 0.35
Formula C₃₁H₃₁N₇O₄

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 144.1
  • −1 ≤ LogP ≤ 5 4.47
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 565.6
  • LogP ≤ 5 4.47
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 144.1
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([C@H]2CC[C@H](OCC#N)CC2)c2ncnn12
InChI 
InChI=1S/C31H31N7O4/c1-2-5-27-26(29(39)37(30-33-19-34-38(27)30)22-12-14-23(15-13-22)41-17-16-32)18-20-8-10-21(11-9-20)24-6-3-4-7-25(24)28-35-31(40)42-36-28/h3-4,6-11,19,22-23H,2,5,12-15,17-18H2,1H3,(H,35,36,40)/t22-,23-
InChIKey 
PXOWXTMSJVZUHX-YHBQERECSA-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
226756
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)