rac-10-Methyl-14H-6-oxa-3-aza-2(2,6)-pyridina-1(3,4)-triazola-5(1,2)-benzenacyclodecaphan-4-one

ID: ALA4514925

PubChem CID: 140430627

Max Phase: Preclinical

Molecular Formula: C19H19N5O2

Molecular Weight: 349.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H]1CCCOc2ccccc2C(=O)Nc2cccc(n2)-c2nncn21

Standard InChI:  InChI=1S/C19H19N5O2/c1-13-6-5-11-26-16-9-3-2-7-14(16)19(25)22-17-10-4-8-15(21-17)18-23-20-12-24(13)18/h2-4,7-10,12-13H,5-6,11H2,1H3,(H,21,22,25)/t13-/m0/s1

Standard InChI Key:  LZTAURWQYWWPLU-ZDUSSCGKSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    4.2233   -5.5803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9313   -5.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6355   -5.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6355   -6.3950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9338   -6.8015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2233   -6.4003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3435   -6.8027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0475   -6.3950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7555   -6.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4595   -6.3950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1676   -6.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9611   -6.3891    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7586   -6.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1660   -5.8505    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6185   -5.2454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8760   -5.5767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1679   -5.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1657   -4.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4573   -3.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7559   -4.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7555   -5.1720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0475   -5.5797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3435   -5.1720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3435   -4.3567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4638   -5.5822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1676   -7.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 12 11  1  0
 13 12  1  0
 14 13  2  0
 15 14  1  0
 16 15  2  0
 12 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 22 21  1  0
 23 22  1  0
  3 23  1  0
 23 24  2  0
 21 25  1  0
 25 17  2  0
 11 26  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4514925

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 349.39

Molecular Weight (Monoisotopic): 349.1539

AlogP: 3.33

#Rotatable Bonds: ┄

Polar Surface Area: 81.93

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.61

CX LogP: 2.66

CX LogD: 2.66

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.67

Np Likeness Score: -0.79

References

1. Himmelbauer MK, Xin Z, Jones JH, Enyedy I, King K, Marcotte DJ, Murugan P, Santoro JC, Hesson T, Spilker K, Johnson JL, Luzzio MJ, Gilfillan R, de Turiso FG..  (2019)  Rational Design and Optimization of a Novel Class of Macrocyclic Apoptosis Signal-Regulating Kinase 1 Inhibitors.,  62  (23): [PMID:31710475] [10.1021/acs.jmedchem.9b01206]

Source

Source(1):

• Scientific Literature