Ethyl 6-((2,6-diazaspiro[3.3]heptan-2-yl)methyl)-4-(2-bromo-4-fluorophenyl)-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylate

ID: ALA4863861

PubChem CID: 164621324

Max Phase: Preclinical

Molecular Formula: C22H23BrFN5O2S

Molecular Weight: 520.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=C(CN2CC3(CNC3)C2)NC(c2nccs2)=NC1c1ccc(F)cc1Br

Standard InChI:  InChI=1S/C22H23BrFN5O2S/c1-2-31-21(30)17-16(8-29-11-22(12-29)9-25-10-22)27-19(20-26-5-6-32-20)28-18(17)14-4-3-13(24)7-15(14)23/h3-7,18,25H,2,8-12H2,1H3,(H,27,28)

Standard InChI Key:  RACDQURNLIZPCE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   32.6587   -7.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0768   -7.7862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6546   -8.3682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.2365   -7.7903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3714   -4.0075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3702   -4.8270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0783   -5.2360    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.7879   -4.8266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7851   -4.0039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.0765   -3.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6635   -3.5991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6634   -2.7819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9559   -4.0078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2481   -3.5994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5405   -4.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6622   -5.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6615   -6.0523    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.0712   -2.7843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7793   -2.3742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7772   -1.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0678   -1.1505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3590   -1.5656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3645   -2.3806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4968   -5.2316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5835   -6.0442    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   36.3831   -6.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7906   -5.5045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2428   -4.8981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.4878   -2.7814    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   34.0642   -0.3333    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.0824   -6.6261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2381   -6.6270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  1  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  5  1  0
  5 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
  6 16  1  0
 16 17  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 10 18  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 24  2  0
  8 24  1  0
 19 29  1  0
 21 30  1  0
 17 31  1  0
 31  1  1  0
  1 32  1  0
 32 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4863861

   ---

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: 520.43

Molecular Weight (Monoisotopic): 519.0740

AlogP: 2.86

#Rotatable Bonds: 6

Polar Surface Area: 78.85

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.83

CX LogP: 2.30

CX LogD: -0.07

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.57

Np Likeness Score: -1.17

References

1. Ma Y, Zhao S, Ren Y, Cherukupalli S, Li Q, Woodson ME, Bradley DP, Tavis JE, Liu X, Zhan P..  (2021)  Design, synthesis and evaluation of heteroaryldihydropyrimidine analogues bearing spiro ring as hepatitis B virus capsid protein inhibitors.,  225  [PMID:34438123] [10.1016/j.ejmech.2021.113780]

Source

Source(1):

• Scientific Literature