1-(5-amino-3,4-dimethylthieno[2,3-c]pyridazin-6-yl)-3-(3-fluoro-4-methoxyphenyl)propan-1-one

ID: ALA4531229

PubChem CID: 155546031

Max Phase: Preclinical

Molecular Formula: C18H18FN3O2S

Molecular Weight: 359.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(CCC(=O)c2sc3nnc(C)c(C)c3c2N)cc1F

Standard InChI:  InChI=1S/C18H18FN3O2S/c1-9-10(2)21-22-18-15(9)16(20)17(25-18)13(23)6-4-11-5-7-14(24-3)12(19)8-11/h5,7-8H,4,6,20H2,1-3H3

Standard InChI Key:  COXVTJZPOHPAAV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   16.0895  -25.8181    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7975  -26.2271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5044  -24.9950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5046  -25.8182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2876  -26.0723    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.7713  -25.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2872  -24.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5395  -23.9632    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5885  -25.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9973  -26.1135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0906  -24.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7956  -24.5850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7930  -23.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9969  -24.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8140  -24.6978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2224  -23.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0382  -23.9926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4465  -23.2856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0376  -22.5770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2162  -22.5799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8116  -23.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3818  -24.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4432  -21.8711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0334  -21.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8048  -21.8738    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
 11  1  2  0
  1  2  1  0
  2  4  2  0
  3 12  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  3  1  0
  7  8  1  0
  6  9  1  0
  9 10  2  0
 11 12  1  0
 12 13  1  0
  9 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 11 22  1  0
 23 24  1  0
 19 23  1  0
 20 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4531229

   ---

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: 359.43

Molecular Weight (Monoisotopic): 359.1104

AlogP: 3.85

#Rotatable Bonds: 5

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: 1.17

CX LogP: 3.44

CX LogD: 3.44

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.70

Np Likeness Score: -1.19

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