2-(4-(2-hydroxypropan-2-yl)phenyl)-6-methylpyrazolo[5,1-f][1,2,4]triazin-4(3H)-one

ID: ALA5284305

Max Phase: Preclinical

Molecular Formula: C15H16N4O2

Molecular Weight: 284.32

Names and Identifiers

Canonical SMILES:  Cc1cc2c(=O)[nH]c(-c3ccc(C(C)(C)O)cc3)nn2n1

Standard InChI:  InChI=1S/C15H16N4O2/c1-9-8-12-14(20)16-13(18-19(12)17-9)10-4-6-11(7-5-10)15(2,3)21/h4-8,21H,1-3H3,(H,16,18,20)

Standard InChI Key:  LCWJETAJRKSWDF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   10.0127   -6.2362    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5298   -5.5718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0127   -4.9114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7927   -5.1632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7927   -5.9804    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5026   -6.3931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2125   -5.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2125   -5.1632    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5026   -4.7504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5026   -3.9332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9224   -6.3931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9224   -7.2103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6322   -7.6230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3421   -7.2103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3421   -6.3931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6322   -5.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0520   -7.6230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7619   -7.2103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6393   -8.3287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4565   -8.3287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7126   -5.5705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  1  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  4  9  1  0
  9 10  2  0
  7 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 11 16  1  0
 14 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
  2 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5284305

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 284.32

Molecular Weight (Monoisotopic): 284.1273

AlogP: 1.62

#Rotatable Bonds: 2

Polar Surface Area: 83.28

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.75

CX Basic pKa: ┄

CX LogP: 0.74

CX LogD: 0.73

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.75

Np Likeness Score: -0.57

References

1. Buchstaller HP, Anlauf U, Dorsch D, Kögler S, Kuhn D, Lehmann M, Leuthner B, Lodholz S, Musil D, Radtki D, Rettig C, Ritzert C, Rohdich F, Schneider R, Wegener A, Weigt S, Wilkinson K, Esdar C..  (2021)  Optimization of a Screening Hit toward M2912, an Oral Tankyrase Inhibitor with Antitumor Activity in Colorectal Cancer Models.,  64  (14.0): [PMID:34255518] [10.1021/acs.jmedchem.1c00800]

Source

Source(1):

• Scientific Literature