N-[(1R,6R)-6-Amino-2,2-difluorocyclohexyl]-4-(imidazo[1,2-b]pyridazin-3-yl)-5-methylthiophene-2-carboxamide

ID: ALA4552799

PubChem CID: 155555954

Max Phase: Preclinical

Molecular Formula: C18H19F2N5OS

Molecular Weight: 391.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1sc(C(=O)N[C@@H]2[C@H](N)CCCC2(F)F)cc1-c1cnn2cccnc12

Standard InChI:  InChI=1S/C18H19F2N5OS/c1-10-11(12-9-23-25-7-3-6-22-16(12)25)8-14(27-10)17(26)24-15-13(21)4-2-5-18(15,19)20/h3,6-9,13,15H,2,4-5,21H2,1H3,(H,24,26)/t13-,15-/m1/s1

Standard InChI Key:  PMMXJDXPWVTHQK-UKRRQHHQSA-N

Molfile:  

 
     RDKit          2D

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   30.7767  -12.5138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4820  -12.9182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.4820  -11.2838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1873  -11.6966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1873  -12.5148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9654  -12.7677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4464  -12.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9655  -11.4438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.2195  -13.5490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7392  -14.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2195  -14.8713    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   33.9967  -14.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9967  -13.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6579  -15.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5724  -15.9119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.4044  -14.7668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.0655  -15.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9220  -14.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9762  -16.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6333  -16.5389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3819  -16.2103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4693  -15.3968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8083  -14.9120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8935  -14.0993    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1805  -16.2695    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.7583  -16.8473    0.0000 F   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  2  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
 10 11  2  0
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 13 14  2  0
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  7 10  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
 18 17  1  6
 11 19  1  0
 18 20  1  0
 18 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  6
 20 26  1  0
 20 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4552799

   ---

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: 391.45

Molecular Weight (Monoisotopic): 391.1278

AlogP: 3.01

#Rotatable Bonds: 3

Polar Surface Area: 85.31

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.28

CX LogP: 2.58

CX LogD: 0.72

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.72

Np Likeness Score: -1.26

References

1. Sloman DL, Noucti N, Altman MD, Chen D, Mislak AC, Szewczak A, Hayashi M, Warren L, Dellovade T, Wu Z, Marcus J, Walker D, Su HP, Edavettal SC, Munshi S, Hutton M, Nuthall H, Stanton MG..  (2016)  Optimization of microtubule affinity regulating kinase (MARK) inhibitors with improved physical properties.,  26  (17): [PMID:27491711] [10.1016/j.bmcl.2016.02.003]

Source

Source(1):

• Scientific Literature