N-Cyclopropyl-6-((1-cyclopropyl-2-oxo-1,2-dihydropyridin-3-yl)amino)-8-(methylamino)imidazo[1,2-b]pyridazine-3-carboxamide

ID: ALA4547009

PubChem CID: 155552433

Max Phase: Preclinical

Molecular Formula: C19H21N7O2

Molecular Weight: 379.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNc1cc(Nc2cccn(C3CC3)c2=O)nn2c(C(=O)NC3CC3)cnc12

Standard InChI:  InChI=1S/C19H21N7O2/c1-20-14-9-16(23-13-3-2-8-25(19(13)28)12-6-7-12)24-26-15(10-21-17(14)26)18(27)22-11-4-5-11/h2-3,8-12,20H,4-7H2,1H3,(H,22,27)(H,23,24)

Standard InChI Key:  MKDDBILYVZEWJS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   20.1518   -3.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1518   -4.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8648   -4.6791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8648   -3.0282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5778   -3.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5823   -4.2649    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3614   -4.5175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8427   -3.8491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3542   -3.1861    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4369   -4.6843    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4381   -5.5098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8648   -2.2027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1493   -1.7878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6237   -5.3015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0732   -5.9147    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4320   -5.4678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3313   -6.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1691   -7.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9530   -7.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7219   -5.9193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7228   -6.7440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4393   -7.1586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1565   -6.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1522   -5.9149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0067   -5.5084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0077   -7.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1828   -7.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5983   -7.8797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  2  0
  2  3  2  0
  3  6  1  0
  5  4  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  2  0
  2 10  1  0
 10 11  1  0
  4 12  1  0
 12 13  1  0
  7 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  1  0
 18 17  1  0
 19 18  1  0
 17 19  1  0
 11 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 11  2  0
 20 25  2  0
 21 26  1  0
 27 26  1  0
 28 27  1  0
 26 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4547009

   ---

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: 379.42

Molecular Weight (Monoisotopic): 379.1757

AlogP: 1.90

#Rotatable Bonds: 6

Polar Surface Area: 105.35

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.82

CX Basic pKa: 2.72

CX LogP: 0.10

CX LogD: 0.10

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.60

Np Likeness Score: -1.36

References

1. Liu C, Lin J, Moslin R, Tokarski JS, Muckelbauer J, Chang C, Tredup J, Xie D, Park H, Li P, Wu DR, Strnad J, Zupa-Fernandez A, Cheng L, Chaudhry C, Chen J, Chen C, Sun H, Elzinga P, D'arienzo C, Gillooly K, Taylor TL, McIntyre KW, Salter-Cid L, Lombardo LJ, Carter PH, Aranibar N, Burke JR, Weinstein DS..  (2019)  Identification of Imidazo[1,2-b]pyridazine Derivatives as Potent, Selective, and Orally Active Tyk2 JH2 Inhibitors.,  10  (3): [PMID:30891145] [10.1021/acsmedchemlett.9b00035]

Source

Source(1):

• Scientific Literature