Ligand profile

CHEMBL3945874

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0145 — transporter associated domain protein

Via homolog UniProt P26433 Formula C₇₉H₁₀₄Cl₆N₁₀O₁₅S₃
pchembl 7.80 ~15.8 nM
Mol. weight 1742.67 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3945874
UniProt (similar protein)
P26433
pchembl
7.800 (~15.8 nM)
Target protein
VK055_0145

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1742.67 Da
LogP (Crippen) 10.09
H-bond donors 4
H-bond acceptors 19
TPSA 290.56 Ų
Rotatable bonds 45
Aromatic rings 6 / 9
Heavy atoms 113
Fraction sp³ C 0.51
Formula C₇₉H₁₀₄Cl₆N₁₀O₁₅S₃

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 290.6
  • −1 ≤ LogP ≤ 5 10.09
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1742.7
  • LogP ≤ 5 10.09
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 19
Veber's rules Fail
  • Rotatable bonds ≤ 10 45
  • TPSA ≤ 140 Ų 290.6
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)NCCOCCOCCN(C)C(=O)CCC(N)(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)c2)C1
InChI 
InChI=1S/C79H104Cl6N10O15S3/c1-90-49-67(64-43-58(80)46-73(83)70(64)52-90)55-10-7-13-61(40-55)111(99,100)87-22-28-105-34-37-108-31-25-93(4)76(96)16-19-79(86,20-17-77(97)94(5)26-32-109-38-35-106-29-23-88-112(101,102)62-14-8-11-56(41-62)68-50-91(2)53-71-65(68)44-59(81)47-74(71)84)21-18-78(98)95(6)27-33-110-39-36-107-30-24-89-113(103,104)63-15-9-12-57(42-63)69-51-92(3)54-72-66(69)45-60(82)48-75(72)85/h7-15,40-48,67-69,87-89H,16-39,49-54,86H2,1-6H3/t67-,68-,69-/m0/s1
InChIKey 
QEHIDZTVCIOGNQ-AZOUZOSFSA-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)