2-cyclopropyl-N-(4-(4,4-difluoropiperidin-1-yl)pyridin-3-yl)imidazo[1,2-b]pyridazine-8-carboxamide

ID: ALA5282376

Max Phase: Preclinical

Molecular Formula: C20H20F2N6O

Molecular Weight: 398.42

Names and Identifiers

Canonical SMILES:  O=C(Nc1cnccc1N1CCC(F)(F)CC1)c1ccnn2cc(C3CC3)nc12

Standard InChI:  InChI=1S/C20H20F2N6O/c21-20(22)5-9-27(10-6-20)17-4-7-23-11-15(17)26-19(29)14-3-8-24-28-12-16(13-1-2-13)25-18(14)28/h3-4,7-8,11-13H,1-2,5-6,9-10H2,(H,26,29)

Standard InChI Key:  PYDXUBHPYGQXBU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -1.7587    0.2144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7587    1.0723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4879    1.5013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2600    1.0723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3002   -1.5013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3002   -2.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4288   -2.7452    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1580   -2.3163    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9730   -1.2010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1580   -1.5013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3457   -1.8873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0750   -1.5013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0750   -2.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4288    1.5013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4288    2.3592    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3002    2.7452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0295    2.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  9 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5282376

   ---

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: 398.42

Molecular Weight (Monoisotopic): 398.1667

AlogP: 3.49

#Rotatable Bonds: 4

Polar Surface Area: 75.42

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.02

CX LogP: 2.62

CX LogD: 2.06

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.73

Np Likeness Score: -1.53

References

1. Hartz RA, Ahuja VT, Sivaprakasam P, Xiao H, Krause CM, Clarke WJ, Kish K, Lewis H, Szapiel N, Ravirala R, Mutalik S, Nakmode D, Shah D, Burton CR, Macor JE, Dubowchik GM..  (2023)  Design, Structure-Activity Relationships, and In Vivo Evaluation of Potent and Brain-Penetrant Imidazo[1,2-b]pyridazines as Glycogen Synthase Kinase-3β (GSK-3β) Inhibitors.,  66  (6): [PMID:36950863] [10.1021/acs.jmedchem.3c00133]

Source

Source(1):

• Scientific Literature