Ligand profile

CHEMBL3983258

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0145 — transporter associated domain protein

Via homolog UniProt P26433 Formula C₈₀H₁₀₅Cl₆N₁₃O₁₉S₃
pchembl 8.20 ~6.3 nM
Mol. weight 1861.71 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3983258
UniProt (similar protein)
P26433
pchembl
8.200 (~6.3 nM)
Target protein
VK055_0145

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1861.71 Da
LogP (Crippen) 7.70
H-bond donors 11
H-bond acceptors 21
TPSA 402.63 Ų
Rotatable bonds 50
Aromatic rings 6 / 9
Heavy atoms 121
Fraction sp³ C 0.49
Formula C₈₀H₁₀₅Cl₆N₁₃O₁₉S₃

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 402.6
  • −1 ≤ LogP ≤ 5 7.70
Lipinski's Rule of Five Fail 4 violations
  • MW ≤ 500 Da 1861.7
  • LogP ≤ 5 7.70
  • H-bond donors ≤ 5 11
  • H-bond acceptors ≤ 10 21
Veber's rules Fail
  • Rotatable bonds ≤ 10 50
  • TPSA ≤ 140 Ų 402.6
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)NCCC(CCNC(=O)NCCOCCOCCNS(=O)(=O)c3cccc([C@@H]4CN(C)Cc5c(Cl)cc(Cl)cc54)c3)(CCNC(=O)NCCOCCOCCNS(=O)(=O)c3cccc([C@@H]4CN(C)Cc5c(Cl)cc(Cl)cc54)c3)NC(=O)COCC(=O)O)c2)C1
InChI 
InChI=1S/C80H105Cl6N13O19S3/c1-97-46-66(63-40-57(81)43-72(84)69(63)49-97)54-7-4-10-60(37-54)119(106,107)93-22-28-115-34-31-112-25-19-90-77(103)87-16-13-80(96-75(100)52-118-53-76(101)102,14-17-88-78(104)91-20-26-113-32-35-116-29-23-94-120(108,109)61-11-5-8-55(38-61)67-47-98(2)50-70-64(67)41-58(82)44-73(70)85)15-18-89-79(105)92-21-27-114-33-36-117-30-24-95-121(110,111)62-12-6-9-56(39-62)68-48-99(3)51-71-65(68)42-59(83)45-74(71)86/h4-12,37-45,66-68,93-95H,13-36,46-53H2,1-3H3,(H,96,100)(H,101,102)(H2,87,90,103)(H2,88,91,104)(H2,89,92,105)/t66-,67-,68-/m0/s1
InChIKey 
IRGWXUXANDOFHM-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)