Ligand profile

CHEMBL3639474

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₄H₃₉FN₆O₅
pchembl 8.92 ~1.2 nM
Mol. weight 630.72 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3639474
UniProt (similar protein)
O00400
pchembl
8.920 (~1.2 nM)
Target protein
VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 630.72 Da
LogP (Crippen) 4.97
H-bond donors 2
H-bond acceptors 10
TPSA 140.54 Ų
Rotatable bonds 11
Aromatic rings 5 / 6
Heavy atoms 46
Fraction sp³ C 0.44
Formula C₃₄H₃₉FN₆O₅

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 4.97
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 630.7
  • LogP ≤ 5 4.97
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • 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](OCC(C)(O)CF)CC2)c2nc(C)nn12
InChI 
InChI=1S/C34H39FN6O5/c1-4-7-29-28(18-22-10-12-23(13-11-22)26-8-5-6-9-27(26)30-37-33(43)46-39-30)31(42)40(32-36-21(2)38-41(29)32)24-14-16-25(17-15-24)45-20-34(3,44)19-35/h5-6,8-13,24-25,44H,4,7,14-20H2,1-3H3,(H,37,39,43)/t24-,25-,34?
InChIKey 
NFMJINMDTGNYGI-QQGDSDHISA-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
226804
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)