4-hydroxy-N-(4-methoxy-7-morpholinothiazolo[4,5-c]pyridin-2-yl)-4-methylpiperidine-1-carboxamide

ID: ALA4762582

PubChem CID: 146652574

Max Phase: Preclinical

Molecular Formula: C18H25N5O4S

Molecular Weight: 407.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ncc(N2CCOCC2)c2sc(NC(=O)N3CCC(C)(O)CC3)nc12

Standard InChI:  InChI=1S/C18H25N5O4S/c1-18(25)3-5-23(6-4-18)17(24)21-16-20-13-14(28-16)12(11-19-15(13)26-2)22-7-9-27-10-8-22/h11,25H,3-10H2,1-2H3,(H,20,21,24)

Standard InChI Key:  WKIMWOZQJDQLQF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   12.2645   -7.1672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9812   -7.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8663   -7.4961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8652   -8.3230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5796   -8.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5779   -7.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2929   -7.4925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2977   -8.3185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0848   -8.5691    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.5665   -7.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0770   -7.2326    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5828   -9.5581    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8674   -9.9699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8665  -10.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5794  -11.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2947  -10.7942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2973   -9.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5754   -6.2589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2882   -5.8445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3910   -7.8932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7991   -7.1766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6236   -7.1718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3826   -6.4650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0347   -7.8871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8556   -7.8842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8524   -6.4560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0252   -6.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
 13 14  1  0
 13 18  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  6 13  1  0
  7 19  1  0
 19 20  1  0
 11 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 23 25  1  0
 23 28  1  0
 25 26  1  0
 26  2  1  0
  2 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4762582

   ---

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: 407.50

Molecular Weight (Monoisotopic): 407.1627

AlogP: 1.92

#Rotatable Bonds: 3

Polar Surface Area: 100.05

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.74

CX Basic pKa: ┄

CX LogP: 0.86

CX LogD: 0.70

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.80

Np Likeness Score: -1.42

References

1. Yu F,Zhu C,Xie Q,Wang Y.  (2020)  Adenosine A Receptor Antagonists for Cancer Immunotherapy.,  63  (21): [PMID:32667814] [10.1021/acs.jmedchem.0c00237]

Source

Source(1):

• Scientific Literature