Ligand profile

CHEMBL3897440

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0145 — transporter associated domain protein

Via homolog UniProt P26433 Formula C₇₉H₁₀₇Cl₆N₁₃O₁₅S₃
pchembl 7.35 ~44.7 nM
Mol. weight 1787.72 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3897440
UniProt (similar protein)
P26433
pchembl
7.350 (~44.7 nM)
Target protein
VK055_0145

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1787.72 Da
LogP (Crippen) 9.61
H-bond donors 10
H-bond acceptors 19
TPSA 353.02 Ų
Rotatable bonds 48
Aromatic rings 6 / 9
Heavy atoms 116
Fraction sp³ C 0.51
Formula C₇₉H₁₀₇Cl₆N₁₃O₁₅S₃

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 353.0
  • −1 ≤ LogP ≤ 5 9.61
Lipinski's Rule of Five Fail 4 violations
  • MW ≤ 500 Da 1787.7
  • LogP ≤ 5 9.61
  • H-bond donors ≤ 5 10
  • H-bond acceptors ≤ 10 19
Veber's rules Fail
  • Rotatable bonds ≤ 10 48
  • TPSA ≤ 140 Ų 353.0
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)NCCCC(N)(CCCNC(=O)NCCOCCOCCNS(=O)(=O)c3cccc([C@@H]4CN(C)Cc5c(Cl)cc(Cl)cc54)c3)CCCNC(=O)NCCOCCOCCNS(=O)(=O)c3cccc([C@@H]4CN(C)Cc5c(Cl)cc(Cl)cc54)c3)c2)C1
InChI 
InChI=1S/C79H107Cl6N13O15S3/c1-96-49-67(64-43-58(80)46-73(83)70(64)52-96)55-10-4-13-61(40-55)114(102,103)93-25-31-111-37-34-108-28-22-90-76(99)87-19-7-16-79(86,17-8-20-88-77(100)91-23-29-109-35-38-112-32-26-94-115(104,105)62-14-5-11-56(41-62)68-50-97(2)53-71-65(68)44-59(81)47-74(71)84)18-9-21-89-78(101)92-24-30-110-36-39-113-33-27-95-116(106,107)63-15-6-12-57(42-63)69-51-98(3)54-72-66(69)45-60(82)48-75(72)85/h4-6,10-15,40-48,67-69,93-95H,7-9,16-39,49-54,86H2,1-3H3,(H2,87,90,99)(H2,88,91,100)(H2,89,92,101)/t67-,68-,69+/m0/s1
InChIKey 
VVTIAYWLOZLGMT-VWXSVGKVSA-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)