[2-[[2-(4-methoxyphenyl)benzotriazol-5-yl]amino]-2-oxo-ethyl] nitrate

ID: ALA5286750

Max Phase: Preclinical

Molecular Formula: C15H13N5O5

Molecular Weight: 343.30

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  COc1ccc(-n2nc3ccc(NC(=O)CO[N+](=O)[O-])cc3n2)cc1

Standard InChI:  InChI=1S/C15H13N5O5/c1-24-12-5-3-11(4-6-12)19-17-13-7-2-10(8-14(13)18-19)16-15(21)9-25-20(22)23/h2-8H,9H2,1H3,(H,16,21)

Standard InChI Key:  KIZBIVUBRVKWJX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -3.2061    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4917   -0.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7771    0.4121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0626   -0.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3479    0.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3639   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3639   -0.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3461   -1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0626   -0.8290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1470   -1.0712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6391   -0.4035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1682    0.2502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4641   -0.4035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8769    0.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6995    0.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1121   -0.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7030   -1.1211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8784   -1.1211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9372   -0.4045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3497    0.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4917   -0.8254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9207   -0.0003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6352    0.4121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6352    1.2371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3497   -0.0003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  5  4  2  0
  6  5  1  0
  7  6  1  0
  8  7  1  0
  9  8  2  0
  4  9  1  0
  7 10  2  0
 10 11  1  0
 12 11  1  0
  6 12  2  0
 11 13  1  0
 14 13  2  0
 15 14  1  0
 16 15  2  0
 17 16  1  0
 18 17  2  0
 13 18  1  0
 16 19  1  0
 19 20  1  0
  2 21  2  0
  1 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
M  CHG  2  23   1  24  -1
M  END

Alternative Forms

  1. Parent:

    ALA5286750

    ---

Associated Targets(Human)

CWR22R (2180 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 343.30Molecular Weight (Monoisotopic): 343.0917AlogP: 1.58#Rotatable Bonds: 6
Polar Surface Area: 121.41Molecular Species: NEUTRALHBA: 8HBD: 1
#RO5 Violations: HBA (Lipinski): 10HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 11.45CX Basic pKa: CX LogP: 2.38CX LogD: 2.38
Aromatic Rings: 3Heavy Atoms: 25QED Weighted: 0.53Np Likeness Score: -1.94

References

1. Ha S, Luo G, Xiang H..  (2022)  A Comprehensive Overview of Small-Molecule Androgen Receptor Degraders: Recent Progress and Future Perspectives.,  65  (24.0): [PMID:36459083] [10.1021/acs.jmedchem.2c01487]

Source