Ligand profile

CHEMBL3940580

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0145 — transporter associated domain protein

Via homolog UniProt P26433 Formula C₈₀H₁₀₃Cl₆N₁₁O₁₉S₃
pchembl 7.90 ~12.6 nM
Mol. weight 1831.68 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3940580
UniProt (similar protein)
P26433
pchembl
7.900 (~12.6 nM)
Target protein
VK055_0145

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1831.68 Da
LogP (Crippen) 7.85
H-bond donors 10
H-bond acceptors 21
TPSA 389.57 Ų
Rotatable bonds 49
Aromatic rings 6 / 9
Heavy atoms 119
Fraction sp³ C 0.49
Formula C₈₀H₁₀₃Cl₆N₁₁O₁₉S₃

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 389.6
  • −1 ≤ LogP ≤ 5 7.85
Lipinski's Rule of Five Fail 4 violations
  • MW ≤ 500 Da 1831.7
  • LogP ≤ 5 7.85
  • H-bond donors ≤ 5 10
  • H-bond acceptors ≤ 10 21
Veber's rules Fail
  • Rotatable bonds ≤ 10 49
  • TPSA ≤ 140 Ų 389.6
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)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)N[C@@H](CO)C(=O)O)c2)C1
InChI 
InChI=1S/C80H103Cl6N11O19S3/c1-95-46-65(62-40-56(81)43-71(84)68(62)49-95)53-7-4-10-59(37-53)117(105,106)90-22-28-114-34-31-111-25-19-87-75(99)13-16-80(94-79(104)93-74(52-98)78(102)103,17-14-76(100)88-20-26-112-32-35-115-29-23-91-118(107,108)60-11-5-8-54(38-60)66-47-96(2)50-69-63(66)41-57(82)44-72(69)85)18-15-77(101)89-21-27-113-33-36-116-30-24-92-119(109,110)61-12-6-9-55(39-61)67-48-97(3)51-70-64(67)42-58(83)45-73(70)86/h4-12,37-45,65-67,74,90-92,98H,13-36,46-52H2,1-3H3,(H,87,99)(H,88,100)(H,89,101)(H,102,103)(H2,93,94,104)/t65-,66-,67-,74-/m0/s1
InChIKey 
LRDXMYUMSHCCGW-MUOCXZOZSA-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)