N-(2,3-dihydrobenzofuran-4-ylmethyl)-8-(4-pyridyl)-[1,2,4]triazolo[4,3-c]pyrimidin-5-amine

ID: ALA5192635

PubChem CID: 121432828

Max Phase: Preclinical

Molecular Formula: C19H16N6O

Molecular Weight: 344.38

Names and Identifiers

Canonical SMILES:  c1cc(CNc2ncc(-c3ccncc3)c3nncn23)c2c(c1)OCC2

Standard InChI:  InChI=1S/C19H16N6O/c1-2-14(15-6-9-26-17(15)3-1)10-21-19-22-11-16(13-4-7-20-8-5-13)18-24-23-12-25(18)19/h1-5,7-8,11-12H,6,9-10H2,(H,21,22)

Standard InChI Key:  ADDFHWGEAOKELS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -1.0691    1.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3547    1.4435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3598    1.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3598    0.2060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3547   -0.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0691    0.2060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8537    1.2860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8537   -0.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3386    0.6186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3547    2.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0688    2.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0681    3.5032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3536    3.9157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3578    3.5067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3626    2.6824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3547   -1.0311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3595   -1.4435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3595   -2.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0737   -2.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0729   -3.5032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3585   -3.9157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3529   -3.5067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3577   -2.6824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8547   -3.7580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8559   -2.4275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3386   -3.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  2  0
  4  3  1  0
  5  4  2  0
  1  6  1  0
  6  5  1  0
  1  7  2  0
  6  8  1  0
  8  9  2  0
  9  7  1  0
 10  2  1  0
 11 10  2  0
 12 11  1  0
 13 12  2  0
 14 13  1  0
 10 15  1  0
 15 14  2  0
  5 16  1  0
 16 17  1  0
 17 18  1  0
 19 18  2  0
 20 19  1  0
 21 20  2  0
 22 21  1  0
 23 22  2  0
 18 23  1  0
 20 24  1  0
 19 25  1  0
 25 26  1  0
 26 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5192635

   ---

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: 344.38

Molecular Weight (Monoisotopic): 344.1386

AlogP: 2.73

#Rotatable Bonds: 4

Polar Surface Area: 77.23

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.29

CX LogP: 0.79

CX LogD: 0.79

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.61

Np Likeness Score: -1.11

References

1. Huang Y, Sendzik M, Zhang J, Gao Z, Sun Y, Wang L, Gu J, Zhao K, Yu Z, Zhang L, Zhang Q, Blanz J, Chen Z, Dubost V, Fang D, Feng L, Fu X, Kiffe M, Li L, Luo F, Luo X, Mi Y, Mistry P, Pearson D, Piaia A, Scheufler C, Terranova R, Weiss A, Zeng J, Zhang H, Zhang J, Zhao M, Dillon MP, Jeay S, Qi W, Moggs J, Pissot-Soldermann C, Li E, Atadja P, Lingel A, Oyang C..  (2022)  Discovery of the Clinical Candidate MAK683: An EED-Directed, Allosteric, and Selective PRC2 Inhibitor for the Treatment of Advanced Malignancies.,  65  (7.0): [PMID:35352560] [10.1021/acs.jmedchem.1c02148]

Source

Source(1):

• Scientific Literature