(+)-5-amino-3-(2-(4-(2,4-difluoro-5-(2-(methylsulfinyl)ethoxy)phenyl)piperazin-1-yl)ethyl)-8-(furan-2-yl)thiazolo[5,4-e][1,2,4]triazolo[1,5-c]pyrimidin-2(3H)-one

ID: ALA4760867

PubChem CID: 135346979

Max Phase: Preclinical

Molecular Formula: C25H26F2N8O4S2

Molecular Weight: 604.67

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[S+]([O-])CCOc1cc(N2CCN(CCn3c(=O)sc4c3nc(N)n3nc(-c5ccco5)nc43)CC2)c(F)cc1F

Standard InChI:  InChI=1S/C25H26F2N8O4S2/c1-41(37)12-11-39-19-14-17(15(26)13-16(19)27)33-7-4-32(5-8-33)6-9-34-22-20(40-25(34)36)23-29-21(18-3-2-10-38-18)31-35(23)24(28)30-22/h2-3,10,13-14H,4-9,11-12H2,1H3,(H2,28,30)

Standard InChI Key:  QYCCLUSYHJXDEX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 41 46  0  0  0  0  0  0  0  0999 V2000
    7.1861   -4.6874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1849   -5.5148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8997   -5.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6161   -5.5144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6133   -4.6838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8979   -4.2746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3289   -5.9248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3282   -6.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0392   -7.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7554   -6.7521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7561   -5.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0406   -5.5102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4714   -4.2751    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.3261   -4.2686    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.4701   -5.9268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4690   -7.1661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1844   -6.7552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8980   -7.1693    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9850   -7.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7916   -8.1605    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.3717   -8.5390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6549   -6.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2035   -7.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7168   -5.8847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9083   -6.0512    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2655   -6.4992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0072   -7.2789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6691   -7.7655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3364   -7.2863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0868   -6.5038    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9758   -5.1013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1227   -7.5410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3734   -8.3270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1984   -8.3315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4577   -7.5483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7929   -7.0598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7559   -5.5136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0412   -5.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3270   -5.5125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6122   -5.9244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3276   -4.6875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  7 12  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  4  7  1  0
  1 13  1  0
  5 14  1  0
  2 15  1  0
 10 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 23  1  0
 22 18  1  0
 19 21  2  0
 22 23  2  0
 22 25  1  0
 23 27  1  0
 26 24  1  0
 24 25  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 26  1  0
 24 31  1  0
 32 33  1  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 32  2  0
 29 32  1  0
 15 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 39 41  1  0
M  CHG  2  39   1  41  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4760867

   ---

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: 604.67

Molecular Weight (Monoisotopic): 604.1486

AlogP: 2.20

#Rotatable Bonds: 9

Polar Surface Area: 143.01

Molecular Species: NEUTRAL

HBA: 13

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 6.34

CX LogP: 2.67

CX LogD: 2.63

Aromatic Rings: 5

Heavy Atoms: 41

QED Weighted: 0.25

Np Likeness Score: -1.57

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