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

ID: ALA4875413

PubChem CID: 156340526

Max Phase: Preclinical

Molecular Formula: C20H16FN7O2

Molecular Weight: 405.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1cnc(NCc2c(F)ccc3c2CCO3)n2cnnc12)c1cccnc1

Standard InChI:  InChI=1S/C20H16FN7O2/c21-15-3-4-17-13(5-7-30-17)14(15)9-23-20-24-10-16(18-27-25-11-28(18)20)26-19(29)12-2-1-6-22-8-12/h1-4,6,8,10-11H,5,7,9H2,(H,23,24)(H,26,29)

Standard InChI Key:  JEBMRMANCAOUHT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 34  0  0  0  0  0  0  0  0999 V2000
    8.6465  -17.1074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6465  -17.9246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3518  -18.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3518  -16.6946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0571  -17.1074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0616  -17.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8368  -18.1682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3115  -17.5073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8296  -16.8518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3518  -15.8774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0595  -15.4689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0595  -14.6517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0624  -13.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3523  -13.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3555  -14.2484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7706  -13.4298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7692  -14.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5427  -14.4965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0223  -13.8389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5451  -13.1797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6493  -14.6596    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.3516  -19.1450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6438  -19.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6436  -20.3706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9352  -20.7748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9347  -21.5912    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6428  -22.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3530  -21.5881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3500  -20.7730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9362  -19.1446    0.0000 O   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
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 23 30  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4875413

   ---

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: 405.39

Molecular Weight (Monoisotopic): 405.1350

AlogP: 2.46

#Rotatable Bonds: 5

Polar Surface Area: 106.33

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.89

CX Basic pKa: 3.54

CX LogP: 0.38

CX LogD: 0.38

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.53

Np Likeness Score: -1.64

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