Ligand profile

CHEMBL3918072

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₃H₃₄F₃N₅O₅
pchembl 8.72 ~1.9 nM
Mol. weight 637.66 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3918072
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 637.66 Da
LogP (Crippen) 5.47
H-bond donors 2
H-bond acceptors 9
TPSA 127.65 Ų
Rotatable bonds 10
Aromatic rings 5 / 6
Heavy atoms 46
Fraction sp³ C 0.39
Formula C₃₃H₃₄F₃N₅O₅

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 5.47
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 637.7
  • LogP ≤ 5 5.47
  • 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(OCC(O)C(F)(F)F)CC2)c2ccnn12
InChI 
InChI=1S/C33H34F3N5O5/c1-2-5-27-26(18-20-8-10-21(11-9-20)24-6-3-4-7-25(24)30-38-32(44)46-39-30)31(43)40(29-16-17-37-41(27)29)22-12-14-23(15-13-22)45-19-28(42)33(34,35)36/h3-4,6-11,16-17,22-23,28,42H,2,5,12-15,18-19H2,1H3,(H,38,39,44)
InChIKey 
UEAWSAMQJZBDPC-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
226827
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)