Ligand profile

CHEMBL3902600

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0145 — transporter associated domain protein

Via homolog UniProt P26433 Formula C₈₃H₁₀₈Cl₆N₁₀O₁₉S₃
pchembl 7.70 ~20.0 nM
Mol. weight 1858.75 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3902600
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 1858.75 Da
LogP (Crippen) 9.35
H-bond donors 5
H-bond acceptors 21
TPSA 340.17 Ų
Rotatable bonds 50
Aromatic rings 6 / 9
Heavy atoms 121
Fraction sp³ C 0.51
Formula C₈₃H₁₀₈Cl₆N₁₀O₁₉S₃

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 340.2
  • −1 ≤ LogP ≤ 5 9.35
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1858.7
  • LogP ≤ 5 9.35
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 21
Veber's rules Fail
  • Rotatable bonds ≤ 10 50
  • TPSA ≤ 140 Ų 340.2
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)NCCOCCOCCN(C)C(=O)CCC(CCC(=O)N(C)CCOCCOCCNS(=O)(=O)c3cccc([C@@H]4CN(C)Cc5c(Cl)cc(Cl)cc54)c3)(CCC(=O)N(C)CCOCCOCCNS(=O)(=O)c3cccc([C@@H]4CN(C)Cc5c(Cl)cc(Cl)cc54)c3)NC(=O)COCC(=O)O)c2)C1
InChI 
InChI=1S/C83H108Cl6N10O19S3/c1-94-49-69(66-43-60(84)46-75(87)72(66)52-94)57-10-7-13-63(40-57)119(106,107)90-22-28-112-34-37-115-31-25-97(4)79(101)16-19-83(93-78(100)55-118-56-82(104)105,20-17-80(102)98(5)26-32-116-38-35-113-29-23-91-120(108,109)64-14-8-11-58(41-64)70-50-95(2)53-73-67(70)44-61(85)47-76(73)88)21-18-81(103)99(6)27-33-117-39-36-114-30-24-92-121(110,111)65-15-9-12-59(42-65)71-51-96(3)54-74-68(71)45-62(86)48-77(74)89/h7-15,40-48,69-71,90-92H,16-39,49-56H2,1-6H3,(H,93,100)(H,104,105)/t69-,70-,71-/m0/s1
InChIKey 
ZWUSCZSOEKCDDO-ZVXTYOKUSA-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)