Ligand profile

CHEMBL3648596

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₈H₄₀N₆O₅
pchembl 8.72 ~1.9 nM
Mol. weight 660.78 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648596
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 660.78 Da
LogP (Crippen) 6.23
H-bond donors 2
H-bond acceptors 10
TPSA 140.54 Ų
Rotatable bonds 10
Aromatic rings 6 / 7
Heavy atoms 49
Fraction sp³ C 0.34
Formula C₃₈H₄₀N₆O₅

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 6.23
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 660.8
  • LogP ≤ 5 6.23
  • 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)cc2)c(=O)n([C@H]2CC[C@H](Oc3ccc(C(C)(C)O)cc3)CC2)c2ncnn12
InChI 
InChI=1S/C38H40N6O5/c1-4-7-33-32(22-24-10-12-25(13-11-24)30-8-5-6-9-31(30)34-41-37(46)49-42-34)35(45)43(36-39-23-40-44(33)36)27-16-20-29(21-17-27)48-28-18-14-26(15-19-28)38(2,3)47/h5-6,8-15,18-19,23,27,29,47H,4,7,16-17,20-22H2,1-3H3,(H,41,42,46)/t27-,29-
InChIKey 
UQLHICCAXCPNNV-KWQFAZJVSA-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
226778
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)