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

ID: ALA4474445

PubChem CID: 78426278

Max Phase: Preclinical

Molecular Formula: C12H14N4O

Molecular Weight: 230.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1[nH]c2c(C#N)cnn2c(=O)c1CC(C)C

Standard InChI:  InChI=1S/C12H14N4O/c1-7(2)4-10-8(3)15-11-9(5-13)6-14-16(11)12(10)17/h6-7,15H,4H2,1-3H3

Standard InChI Key:  TXNKCKSCKJDZTK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   11.5640  -14.2678    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2693  -13.8634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2693  -13.0462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5640  -12.6334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8587  -13.8634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8588  -13.0416    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0773  -12.7876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5942  -13.4524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0772  -14.1172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5660  -11.8163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9764  -14.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8274  -14.8979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5748  -15.6751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9782  -12.6396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6847  -13.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3936  -12.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6823  -13.8675    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
 15 16  1  0
 15 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474445

   5-methyl-6-(2-methylpropyl)-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: 230.27

Molecular Weight (Monoisotopic): 230.1168

AlogP: 1.40

#Rotatable Bonds: 2

Polar Surface Area: 73.95

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.88

CX Basic pKa: ┄

CX LogP: 1.74

CX LogD: 1.74

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.85

Np Likeness Score: -1.37

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