6-ethyl-7-oxo-5-(6-oxo-1,6-dihydropyridin-3-yl)-4,7-dihydropyrazolo[1,5-a]pyrimidine-3-carbonitrile

ID: ALA4538785

PubChem CID: 155549271

Max Phase: Preclinical

Molecular Formula: C14H11N5O2

Molecular Weight: 281.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1c(-c2ccc(=O)[nH]c2)[nH]c2c(C#N)cnn2c1=O

Standard InChI:  InChI=1S/C14H11N5O2/c1-2-10-12(8-3-4-11(20)16-6-8)18-13-9(5-15)7-17-19(13)14(10)21/h3-4,6-7,18H,2H2,1H3,(H,16,20)

Standard InChI Key:  OHYKYHFNOQPHOA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   32.9059  -13.2525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.6112  -12.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6112  -12.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9059  -11.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2006  -12.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2007  -12.0263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.4192  -11.7723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.9361  -12.4371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4191  -13.1019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9079  -10.8010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.1693  -13.8826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9167  -14.6598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.3201  -11.6244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0266  -12.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3165  -13.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3140  -14.0749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0202  -14.4845    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.7295  -14.0768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7281  -13.2554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0212  -12.8496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4372  -14.4855    0.0000 O   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
 11 12  3  0
  9 11  1  0
  3 13  1  0
 13 14  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  2 15  1  0
 18 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4538785

   ---

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: 281.28

Molecular Weight (Monoisotopic): 281.0913

AlogP: 0.81

#Rotatable Bonds: 2

Polar Surface Area: 106.81

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.47

CX Basic pKa: ┄

CX LogP: 0.15

CX LogD: 0.14

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.72

Np Likeness Score: -1.35

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