4-Methoxy-N-(4-methoxy-7-morpholin-4-yl-benzo[d]thiazol-2-yl)piperidine-1-carboxamide

ID: ALA4763600

PubChem CID: 91506978

Max Phase: Preclinical

Molecular Formula: C19H26N4O4S

Molecular Weight: 406.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(N2CCOCC2)c2sc(NC(=O)N3CCC(OC)CC3)nc12

Standard InChI:  InChI=1S/C19H26N4O4S/c1-25-13-5-7-23(8-6-13)19(24)21-18-20-16-15(26-2)4-3-14(17(16)28-18)22-9-11-27-12-10-22/h3-4,13H,5-12H2,1-2H3,(H,20,21,24)

Standard InChI Key:  AJALRWKUIRQDLA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   19.7474   -3.9827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7462   -4.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4543   -5.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4525   -3.5739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1611   -3.9791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1614   -4.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9443   -5.0565    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4280   -4.3903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9439   -3.7246    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.4496   -2.7569    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1572   -2.3462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1563   -1.5328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4491   -1.1229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7411   -1.5327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7404   -2.3524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4522   -6.0270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7435   -6.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2444   -4.3928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6552   -3.6864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4724   -3.6889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2487   -2.9774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6592   -2.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2562   -1.5597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4387   -1.5530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0258   -2.2593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4303   -2.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0314   -0.8387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4438   -0.1332    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  2  0
  8  9  1  0
  9  5  1  0
  4 10  1  0
 10 11  1  0
 10 15  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  3 16  1  0
 16 17  1  0
  8 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 21 26  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4763600

   4-methoxy-N-(4-methoxy-7-morpholin-4-yl-1,3-benzothiazol-2-yl)piperidine-1-carboxamide

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: 406.51

Molecular Weight (Monoisotopic): 406.1675

AlogP: 2.78

#Rotatable Bonds: 4

Polar Surface Area: 76.16

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.96

CX Basic pKa: 0.13

CX LogP: 1.84

CX LogD: 1.74

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.84

Np Likeness Score: -1.79

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