4-Hydroxy-4-methyl-N-(4-(2-fluoroethoxy)-7-morpholinobenzo[d]thiazol-2-yl)piperidine-1-carboxamide

ID: ALA4760845

PubChem CID: 162658052

Max Phase: Preclinical

Molecular Formula: C20H27FN4O4S

Molecular Weight: 438.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1(O)CCN(C(=O)Nc2nc3c(OCCF)ccc(N4CCOCC4)c3s2)CC1

Standard InChI:  InChI=1S/C20H27FN4O4S/c1-20(27)4-7-25(8-5-20)19(26)23-18-22-16-15(29-11-6-21)3-2-14(17(16)30-18)24-9-12-28-13-10-24/h2-3,27H,4-13H2,1H3,(H,22,23,26)

Standard InChI Key:  FKAMJDQVNRCUNU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   24.8456  -14.4342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1352  -14.8379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1494  -17.6769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1483  -18.4964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8563  -18.9054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8545  -17.2680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5632  -17.6733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5634  -18.4965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3464  -18.7506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.8301  -18.0845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3460  -17.4187    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.8516  -16.4510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5592  -16.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5583  -15.2269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8511  -14.8171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1432  -15.2269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1425  -16.0465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8542  -19.7212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6465  -18.0870    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.0572  -17.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8744  -17.3830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6508  -16.6716    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.0612  -15.9607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6583  -15.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4278  -15.9535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8324  -16.6665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5609  -20.1316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2697  -19.7248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9763  -20.1352    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  1  3  1  0
  4  5  2  0
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  8  7  2  0
  7  4  1  0
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  9 10  1  0
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  7 13  1  0
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 13 18  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  6 19  1  0
 11 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 23 27  1  0
 24 25  1  0
 25  1  1  0
  1 26  1  0
 26 27  1  0
 19 28  1  0
 28 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4760845

   ---

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: 438.53

Molecular Weight (Monoisotopic): 438.1737

AlogP: 2.86

#Rotatable Bonds: 5

Polar Surface Area: 87.16

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.96

CX Basic pKa: 0.11

CX LogP: 1.68

CX LogD: 1.58

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.75

Np Likeness Score: -1.49

References

1. Renk DR,Skraban M,Bier D,Schulze A,Wabbals E,Wedekind F,Neumaier F,Neumaier B,Holschbach M.  (2021)  Design, synthesis and biological evaluation of Tozadenant analogues as adenosine A receptor ligands.,  214  [PMID:33548636] [10.1016/j.ejmech.2021.113214]

Source

Source(1):

• Scientific Literature