N-(6-methoxybenzo[d]thiazol-2-yl)-2-(4-(2-methylpyridin-4-yl)phenyl)acetamide

ID: ALA4453881

PubChem CID: 46926811

Max Phase: Preclinical

Molecular Formula: C22H19N3O2S

Molecular Weight: 389.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2nc(NC(=O)Cc3ccc(-c4ccnc(C)c4)cc3)sc2c1

Standard InChI:  InChI=1S/C22H19N3O2S/c1-14-11-17(9-10-23-14)16-5-3-15(4-6-16)12-21(26)25-22-24-19-8-7-18(27-2)13-20(19)28-22/h3-11,13H,12H2,1-2H3,(H,24,25,26)

Standard InChI Key:  VZUYDLBCAYXKGE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   15.2355   -5.2234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2355   -4.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5306   -5.6320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9446   -5.6320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5306   -3.9976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5306   -3.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8215   -2.7718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1124   -3.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1124   -3.9976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8215   -4.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9893   -2.7718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6983   -3.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4033   -2.7718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4033   -1.9546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6983   -1.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9893   -1.9546    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3969   -5.5578    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.6496   -5.2234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7377   -4.4089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5361   -4.2422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9447   -4.9472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7619   -4.9472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1705   -4.2422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7619   -3.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9447   -3.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9877   -4.2422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3963   -3.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6994   -0.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  1  4  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  5 10  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 11 16  2  0
  8 13  1  0
  2  5  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 17 21  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 20 25  2  0
 21 22  2  0
 26 27  1  0
 23 26  1  0
  4 18  1  0
 15 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4453881

   US10251893, Cpd 6

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: 389.48

Molecular Weight (Monoisotopic): 389.1198

AlogP: 4.86

#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: 7.89

CX Basic pKa: 5.78

CX LogP: 4.27

CX LogD: 4.15

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.53

Np Likeness Score: -1.79

References

1. Cheng D, Liu J, Han D, Zhang G, Gao W, Hsieh MH, Ng N, Kasibhatla S, Tompkins C, Li J, Steffy A, Sun F, Li C, Seidel HM, Harris JL, Pan S..  (2016)  Discovery of Pyridinyl Acetamide Derivatives as Potent, Selective, and Orally Bioavailable Porcupine Inhibitors.,  7  (7): [PMID:27437076] [10.1021/acsmedchemlett.6b00038]

Source

Source(1):

• Scientific Literature