Ligand profile

ZINC20677639

Virtual-screening candidate from ZINC.

Bound to: HT085_RS00165 — class II fructose-bisphosphate aldolase

Via homolog UniProt A8B2U2 Formula C₁₉H₂₇N₅O₂S
Tanimoto 0.83
Mol. weight 389.53 Da
Permeability High
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC20677639
UniProt (similar protein)
A8B2U2
Tanimoto
0.833
Target protein
HT085_RS00165

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 389.53 Da
LogP (Crippen) 3.30
H-bond donors 1
H-bond acceptors 8
TPSA 79.71 Ų
Rotatable bonds 6
Aromatic rings 1 / 3
Heavy atoms 27
Fraction sp³ C 0.58
Formula C₁₉H₂₇N₅O₂S

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 79.7
  • −1 ≤ LogP ≤ 5 3.30
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 389.5
  • LogP ≤ 5 3.30
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 79.7
PAINS Alert

Matches PAINS filter: het_thio_6_ene(2). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COC(=O)CCCNC1=C2Sc3ncnc(N(C)C)c3N=C2CC(C)(C)C1
InChI 
InChI=1S/C19H27N5O2S/c1-19(2)9-12(20-8-6-7-14(25)26-5)16-13(10-19)23-15-17(24(3)4)21-11-22-18(15)27-16/h11,20H,6-10H2,1-5H3
InChIKey 
QNSZNSWBEHUUPW-UHFFFAOYSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Query
CHEMBL1537400
Homolog
A8B2U2

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to HT085_RS00165.

PDB 6

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 100

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 49

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)