Ligand profile

CHEMBL3943152

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0145 — transporter associated domain protein

Via homolog UniProt P26433 Formula C₇₉H₁₀₃Cl₆N₁₁O₁₉S₄
pchembl 7.70 ~20.0 nM
Mol. weight 1851.74 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3943152
UniProt (similar protein)
P26433
pchembl
7.700 (~20.0 nM)
Target protein
VK055_0145

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1851.74 Da
LogP (Crippen) 8.29
H-bond donors 9
H-bond acceptors 21
TPSA 386.41 Ų
Rotatable bonds 49
Aromatic rings 6 / 9
Heavy atoms 119
Fraction sp³ C 0.49
Formula C₇₉H₁₀₃Cl₆N₁₁O₁₉S₄

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 386.4
  • −1 ≤ LogP ≤ 5 8.29
Lipinski's Rule of Five Fail 4 violations
  • MW ≤ 500 Da 1851.7
  • LogP ≤ 5 8.29
  • H-bond donors ≤ 5 9
  • H-bond acceptors ≤ 10 21
Veber's rules Fail
  • Rotatable bonds ≤ 10 49
  • TPSA ≤ 140 Ų 386.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CN1Cc2c(Cl)cc(Cl)cc2[C@H](c2cccc(S(=O)(=O)NCCOCCOCCNC(=O)CCC(CCC(=O)NCCOCCOCCNS(=O)(=O)c3cccc([C@@H]4CN(C)Cc5c(Cl)cc(Cl)cc54)c3)(CCC(=O)NCCOCCOCCNS(=O)(=O)c3cccc([C@@H]4CN(C)Cc5c(Cl)cc(Cl)cc54)c3)NC(=O)NCCS(=O)(=O)O)c2)C1
InChI 
InChI=1S/C79H103Cl6N11O19S4/c1-94-48-66(63-42-57(80)45-72(83)69(63)51-94)54-7-4-10-60(39-54)117(104,105)90-22-29-113-35-32-110-26-19-86-75(97)13-16-79(93-78(100)89-25-38-116(101,102)103,17-14-76(98)87-20-27-111-33-36-114-30-23-91-118(106,107)61-11-5-8-55(40-61)67-49-95(2)52-70-64(67)43-58(81)46-73(70)84)18-15-77(99)88-21-28-112-34-37-115-31-24-92-119(108,109)62-12-6-9-56(41-62)68-50-96(3)53-71-65(68)44-59(82)47-74(71)85/h4-12,39-47,66-68,90-92H,13-38,48-53H2,1-3H3,(H,86,97)(H,87,98)(H,88,99)(H2,89,93,100)(H,101,102,103)/t66-,67-,68-/m0/s1
InChIKey 
MKBCQAHQMAHRDG-NLXGDKCYSA-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)