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

ID: ALA4517696

PubChem CID: 78426132

Max Phase: Preclinical

Molecular Formula: C14H19N5O

Molecular Weight: 273.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1c(C)n(CCN(C)C)c2c(C#N)cnn2c1=O

Standard InChI:  InChI=1S/C14H19N5O/c1-5-12-10(2)18(7-6-17(3)4)13-11(8-15)9-16-19(13)14(12)20/h9H,5-7H2,1-4H3

Standard InChI Key:  RLGIHCMKXZCXMN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   18.6629  -13.1494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3681  -12.7449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3681  -11.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6629  -11.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9576  -12.7449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9576  -11.9232    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1761  -11.6692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6930  -12.3340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1761  -12.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6648  -10.6978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0752  -13.1545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9262  -13.7794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6737  -14.5566    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0770  -11.5212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7835  -11.9318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6629  -13.9665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3706  -14.3751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3706  -15.1923    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0783  -15.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6629  -15.6009    0.0000 C   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
  1 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4517696

   4-(2-(Dimethylamino)ethyl)-6-ethyl-5-methyl-7-oxo-4,7-dihydropyrazolo[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: 273.34

Molecular Weight (Monoisotopic): 273.1590

AlogP: 0.80

#Rotatable Bonds: 4

Polar Surface Area: 66.33

Molecular Species: BASE

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.87

CX LogP: 0.86

CX LogD: -0.62

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.83

Np Likeness Score: -1.80

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