Ligand profile

CHEMBL3648594

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₇H₃₆N₆O₅
pchembl 8.66 ~2.2 nM
Mol. weight 644.73 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648594
UniProt (similar protein)
O00400
pchembl
8.660 (~2.2 nM)
Target protein
VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 644.73 Da
LogP (Crippen) 6.21
H-bond donors 1
H-bond acceptors 10
TPSA 137.38 Ų
Rotatable bonds 10
Aromatic rings 6 / 7
Heavy atoms 48
Fraction sp³ C 0.30
Formula C₃₇H₃₆N₆O₅

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 137.4
  • −1 ≤ LogP ≤ 5 6.21
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 644.7
  • LogP ≤ 5 6.21
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 10
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 137.4
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)=O)cc3)CC2)c2ncnn12
InChI 
InChI=1S/C37H36N6O5/c1-3-6-33-32(21-24-9-11-26(12-10-24)30-7-4-5-8-31(30)34-40-37(46)48-41-34)35(45)42(36-38-22-39-43(33)36)27-15-19-29(20-16-27)47-28-17-13-25(14-18-28)23(2)44/h4-5,7-14,17-18,22,27,29H,3,6,15-16,19-21H2,1-2H3,(H,40,41,46)/t27-,29+
InChIKey 
IHBVNYQUNZPLRU-JSEFLNQRSA-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
226776
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)