(5-amino-3,4-dimethylthieno[2,3-c]pyridazin-6-yl)(4-methoxyphenyl)methanone

ID: ALA4514671

PubChem CID: 155539604

Max Phase: Preclinical

Molecular Formula: C16H15N3O2S

Molecular Weight: 313.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)c2sc3nnc(C)c(C)c3c2N)cc1

Standard InChI:  InChI=1S/C16H15N3O2S/c1-8-9(2)18-19-16-12(8)13(17)15(22-16)14(20)10-4-6-11(21-3)7-5-10/h4-7H,17H2,1-3H3

Standard InChI Key:  ZNODMHKRIVRESL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    7.3244  -13.7932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3233  -14.6127    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0313  -15.0217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0295  -13.3843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7381  -13.7896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7384  -14.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5214  -14.8669    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.0051  -14.2008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5210  -13.5350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0271  -12.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7732  -12.7577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8223  -14.2005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2311  -14.9080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2306  -13.4926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0482  -13.4955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4564  -12.7885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0475  -12.0800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2261  -12.0829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8216  -12.7905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6166  -13.3847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4557  -11.3751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0459  -10.6681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  4 10  1  0
  9 11  1  0
  8 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
  1 20  1  0
 21 22  1  0
 17 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514671

   ---

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: 313.38

Molecular Weight (Monoisotopic): 313.0885

AlogP: 3.13

#Rotatable Bonds: 3

Polar Surface Area: 78.10

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.14

CX LogP: 2.92

CX LogD: 2.92

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.75

Np Likeness Score: -1.29

References

1. Wood MR, Noetzel MJ, Tarr JC, Rodriguez AL, Lamsal A, Chang S, Foster JJ, Smith E, Chase P, Hodder PS, Engers DW, Niswender CM, Brandon NJ, Wood MW, Duggan ME, Conn PJ, Bridges TM, Lindsley CW..  (2016)  Discovery and SAR of a novel series of potent, CNS penetrant M4 PAMs based on a non-enolizable ketone core: Challenges in disposition.,  26  (17): [PMID:27476142] [10.1016/j.bmcl.2016.07.042]

Source

Source(1):

• Scientific Literature