5-ethyl-N-(3-fluoro-4-methoxybenzyl)-3,4-dimethylthieno[2,3-c]pyridazine-6-carboxamide

ID: ALA4517529

PubChem CID: 155540893

Max Phase: Preclinical

Molecular Formula: C19H20FN3O2S

Molecular Weight: 373.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1c(C(=O)NCc2ccc(OC)c(F)c2)sc2nnc(C)c(C)c12

Standard InChI:  InChI=1S/C19H20FN3O2S/c1-5-13-16-10(2)11(3)22-23-19(16)26-17(13)18(24)21-9-12-6-7-15(25-4)14(20)8-12/h6-8H,5,9H2,1-4H3,(H,21,24)

Standard InChI Key:  BRIJMFLYSZRZHK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   28.2014  -21.0819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8440  -17.1445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8429  -17.9640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5509  -18.3730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5491  -16.7356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5467  -15.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2577  -17.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2580  -17.9640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0410  -18.2182    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.5247  -17.5521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0406  -16.8863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3419  -17.5518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7507  -18.2594    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7502  -16.8439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5679  -18.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9767  -18.9666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5655  -19.6717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9736  -20.3788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7917  -20.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1999  -19.6661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7894  -18.9620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1362  -16.7360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0185  -21.0819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0171  -19.6630    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.2928  -16.1090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0921  -15.9389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  8  2  0
  7  5  2  0
  5  2  1  0
  5  6  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11  7  1  0
 10 12  1  0
 12 13  1  0
 12 14  2  0
 13 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
 19  1  1  0
  2 22  1  0
  1 23  1  0
 20 24  1  0
 11 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4517529

   ---

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: 373.45

Molecular Weight (Monoisotopic): 373.1260

AlogP: 3.95

#Rotatable Bonds: 5

Polar Surface Area: 64.11

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.51

CX LogP: 3.54

CX LogD: 3.54

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.74

Np Likeness Score: -1.81

References

1. Poslusney MS, Salovich JM, Wood MR, Melancon BJ, Bollinger KA, Luscombe VB, Rodriguez AL, Engers DW, Bridges TM, Niswender CM, Conn PJ, Lindsley CW..  (2019)  Novel M₄ positive allosteric modulators derived from questioning the role and impact of a presumed intramolecular hydrogen-bonding motif in β-amino carboxamide-harboring ligands.,  29  (3): [PMID:30580918] [10.1016/j.bmcl.2018.12.039]

Source

Source(1):

• Scientific Literature