Ligand profile

CHEMBL3954654

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₄H₃₇N₅O₅
pchembl 8.72 ~1.9 nM
Mol. weight 595.70 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3954654
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 595.70 Da
LogP (Crippen) 5.07
H-bond donors 2
H-bond acceptors 9
TPSA 127.65 Ų
Rotatable bonds 10
Aromatic rings 5 / 7
Heavy atoms 44
Fraction sp³ C 0.41
Formula C₃₄H₃₇N₅O₅

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 127.7
  • −1 ≤ LogP ≤ 5 5.07
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 595.7
  • LogP ≤ 5 5.07
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 9
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 127.7
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(C2CCC(OCC3(O)CC3)CC2)c2ccnn12
InChI 
InChI=1S/C34H37N5O5/c1-2-5-29-28(20-22-8-10-23(11-9-22)26-6-3-4-7-27(26)31-36-33(41)44-37-31)32(40)38(30-16-19-35-39(29)30)24-12-14-25(15-13-24)43-21-34(42)17-18-34/h3-4,6-11,16,19,24-25,42H,2,5,12-15,17-18,20-21H2,1H3,(H,36,37,41)
InChIKey 
IOLSCZVOELTZLK-UHFFFAOYSA-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
226826
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)