2-amino-6-ethyl-5-methyl-7-oxo-4,7-dihydropyrazolo[1,5-a]pyrimidine-3-carbonitrile

ID: ALA4530774

PubChem CID: 90442347

Max Phase: Preclinical

Molecular Formula: C10H11N5O

Molecular Weight: 217.23

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1c(C)[nH]c2c(C#N)c(N)nn2c1=O

Standard InChI:  InChI=1S/C10H11N5O/c1-3-6-5(2)13-9-7(4-11)8(12)14-15(9)10(6)16/h13H,3H2,1-2H3,(H2,12,14)

Standard InChI Key:  LNXIIYHMJAAPTQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    4.6303   -9.7568    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3356   -9.3523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3356   -8.5351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6303   -8.1224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9250   -9.3523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9250   -8.5306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1435   -8.2766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6604   -8.9414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1435   -9.6061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6322   -7.3052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0427   -9.7619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8936  -10.3868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6411  -11.1640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0445   -8.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7510   -8.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8432   -8.9414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0
  5  1  1  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  2  0
  4 10  2  0
  2 11  1  0
 12 13  3  0
  9 12  1  0
  3 14  1  0
 14 15  1  0
  8 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4530774

   2-amino-6-ethyl-5-methyl-7-oxo-1H-pyrazolo[1,5-a]pyrimidine-3-carbonitrile

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: 217.23

Molecular Weight (Monoisotopic): 217.0964

AlogP: 0.35

#Rotatable Bonds: 1

Polar Surface Area: 99.97

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.91

CX Basic pKa: ┄

CX LogP: 0.77

CX LogD: 0.77

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.72

Np Likeness Score: -1.42

References

1. Gehling VS, Bellon SF, Harmange JC, LeBlanc Y, Poy F, Odate S, Buker S, Lan F, Arora S, Williamson KE, Sandy P, Cummings RT, Bailey CM, Bergeron L, Mao W, Gustafson A, Liu Y, VanderPorten E, Audia JE, Trojer P, Albrecht BK..  (2016)  Identification of potent, selective KDM5 inhibitors.,  26  (17): [PMID:27476424] [10.1016/j.bmcl.2016.07.026]

Source

Source(1):

• Scientific Literature