Ligand profile

CHEMBL3960033

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0145 — transporter associated domain protein

Via homolog UniProt P26433 Formula C₈₃H₁₁₁Cl₆N₁₁O₁₆S₃
pchembl 7.50 ~31.6 nM
Mol. weight 1827.78 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3960033
UniProt (similar protein)
P26433
pchembl
7.500 (~31.6 nM)
Target protein
VK055_0145

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1827.78 Da
LogP (Crippen) 9.81
H-bond donors 4
H-bond acceptors 20
TPSA 296.88 Ų
Rotatable bonds 48
Aromatic rings 6 / 9
Heavy atoms 119
Fraction sp³ C 0.52
Formula C₈₃H₁₁₁Cl₆N₁₁O₁₆S₃

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 296.9
  • −1 ≤ LogP ≤ 5 9.81
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1827.8
  • LogP ≤ 5 9.81
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 20
Veber's rules Fail
  • Rotatable bonds ≤ 10 48
  • TPSA ≤ 140 Ų 296.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CN(C)CC(=O)NC(CCC(=O)N(C)CCOCCOCCNS(=O)(=O)c1cccc([C@@H]2CN(C)Cc3c(Cl)cc(Cl)cc32)c1)(CCC(=O)N(C)CCOCCOCCNS(=O)(=O)c1cccc([C@@H]2CN(C)Cc3c(Cl)cc(Cl)cc32)c1)CCC(=O)N(C)CCOCCOCCNS(=O)(=O)c1cccc([C@@H]2CN(C)Cc3c(Cl)cc(Cl)cc32)c1
InChI 
InChI=1S/C83H111Cl6N11O16S3/c1-94(2)57-79(101)93-83(21-18-80(102)98(6)27-33-114-39-36-111-30-24-90-117(105,106)64-15-9-12-58(42-64)70-51-95(3)54-73-67(70)45-61(84)48-76(73)87,22-19-81(103)99(7)28-34-115-40-37-112-31-25-91-118(107,108)65-16-10-13-59(43-65)71-52-96(4)55-74-68(71)46-62(85)49-77(74)88)23-20-82(104)100(8)29-35-116-41-38-113-32-26-92-119(109,110)66-17-11-14-60(44-66)72-53-97(5)56-75-69(72)47-63(86)50-78(75)89/h9-17,42-50,70-72,90-92H,18-41,51-57H2,1-8H3,(H,93,101)/t70-,71-,72-/m0/s1
InChIKey 
NAJCPYSXLNTYBP-YREGAECOSA-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
Binding sites
PF00999

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_0145.

PDB 4

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 99

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)