(1,4-diazabicyclo[3.2.2]nonan-4-yl)(3-(4-(trifluoromethyl)-1H-pyrazol-1-yl)-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl)methanone

ID: ALA5286066

Max Phase: Preclinical

Molecular Formula: C18H21F3N6O

Molecular Weight: 394.40

Names and Identifiers

Canonical SMILES:  O=C(N1CCN2CCC1CC2)n1nc(-n2cc(C(F)(F)F)cn2)c2c1CCC2

Standard InChI:  InChI=1S/C18H21F3N6O/c19-18(20,21)12-10-22-26(11-12)16-14-2-1-3-15(14)27(23-16)17(28)25-9-8-24-6-4-13(25)5-7-24/h10-11,13H,1-9H2

Standard InChI Key:  XEPVAKYJQNHUIL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 32  0  0  0  0  0  0  0  0999 V2000
    2.3312    3.2319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5878    3.5898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8445    3.2594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1198    2.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7806    2.2408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4964    2.4335    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9733    1.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1474    1.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6242    2.4610    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1741    2.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7522    2.8740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4218    1.4975    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0737    0.8367    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4218    0.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2202    0.4238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2202    1.2497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2079   -0.6499    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6488   -1.3437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1304   -1.9929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5904   -1.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5904   -0.8639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0251    0.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4964    0.8276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0039    1.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3444   -2.7913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2400   -3.3759    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1428   -3.0053    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5583   -3.5898    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  1  1  0
  6  7  1  0
  8  7  1  0
  9  8  1  0
  3  9  1  0
 10  9  1  0
 10 11  2  0
 12 10  1  0
 12 13  1  0
 14 13  2  0
 15 14  1  0
 15 16  2  0
 16 12  1  0
 17 14  1  0
 17 18  1  0
 18 19  2  0
 20 19  1  0
 21 20  2  0
 17 21  1  0
 15 22  1  0
 22 23  1  0
 24 23  1  0
 16 24  1  0
 19 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5286066

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 394.40

Molecular Weight (Monoisotopic): 394.1729

AlogP: 2.32

#Rotatable Bonds: 1

Polar Surface Area: 59.19

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.80

CX LogP: 1.90

CX LogD: 1.35

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.75

Np Likeness Score: -1.19

References

1. Roecker AJ, Schirripa KM, Loughran HM, Tong L, Liang T, Fillgrove KL, Kuo Y, Bleasby K, Collier H, Altman MD, Ford MC, Drolet RE, Cosden M, Jinn S, Hatcher NG, Yao L, Kandebo M, Vardigan JD, Flick RB, Liu X, Minnick C, Price LA, Watt ML, Lemaire W, Burlein C, Adam GC, Austin LA, Marcus JN, Smith SM, Fraley ME..  (2023)  Pyrazole Ureas as Low Dose, CNS Penetrant Glucosylceramide Synthase Inhibitors for the Treatment of Parkinson's Disease.,  14  (2.0): [PMID:36793422] [10.1021/acsmedchemlett.2c00441]

Source

Source(1):

• Scientific Literature