N-(5-((5-fluoro-2,3-dihydrobenzofuran-4-yl)methylamino)-[1,2,4]triazolo[4,3-c]pyrimidin-8-yl)benzamide

ID: ALA4856470

PubChem CID: 156340524

Max Phase: Preclinical

Molecular Formula: C21H17FN6O2

Molecular Weight: 404.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1cnc(NCc2c(F)ccc3c2CCO3)n2cnnc12)c1ccccc1

Standard InChI:  InChI=1S/C21H17FN6O2/c22-16-6-7-18-14(8-9-30-18)15(16)10-23-21-24-11-17(19-27-25-12-28(19)21)26-20(29)13-4-2-1-3-5-13/h1-7,11-12H,8-10H2,(H,23,24)(H,26,29)

Standard InChI Key:  HNOVSELXQVAOAN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 34  0  0  0  0  0  0  0  0999 V2000
   20.2275   -6.1620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2275   -6.9791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9328   -7.3836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9328   -5.7492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6381   -6.1620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6426   -6.9756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4178   -7.2228    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8925   -6.5619    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4106   -5.9063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9328   -4.9320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6405   -4.5234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6405   -3.7063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6434   -2.0749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9333   -2.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9365   -3.3030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3516   -2.4844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3502   -3.2982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1237   -3.5511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6033   -2.8935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1261   -2.2343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2303   -3.7142    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.9326   -8.1996    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2248   -8.6080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2246   -9.4252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5172   -8.1992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5162   -9.8294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5157  -10.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2238  -11.0554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9340  -10.6427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9310   -9.8276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  2  0
  2  3  2  0
  3  6  1  0
  5  4  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  4 10  1  0
 10 11  1  0
 11 12  1  0
 12 17  2  0
 16 13  2  0
 13 14  1  0
 14 15  2  0
 15 12  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 16  1  0
 15 21  1  0
  3 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 24 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4856470

   ---

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: 404.40

Molecular Weight (Monoisotopic): 404.1397

AlogP: 3.06

#Rotatable Bonds: 5

Polar Surface Area: 93.44

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.45

CX LogP: 1.60

CX LogD: 1.60

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.53

Np Likeness Score: -1.51

References

1. Bagal SK, Gregson C, O' Donovan DH, Pike KG, Bloecher A, Barton P, Borodovsky A, Code E, Fillery SM, Hsu JH, Kawatkar SP, Li C, Longmire D, Nai Y, Nash SC, Pike A, Robinson J, Read JA, Rawlins PB, Shen M, Tang J, Wang P, Woods H, Williamson B..  (2021)  Diverse, Potent, and Efficacious Inhibitors That Target the EED Subunit of the Polycomb Repressive Complex 2 Methyltransferase.,  64  (23.0): [PMID:34807608] [10.1021/acs.jmedchem.1c01161]

Source

Source(1):

• Scientific Literature