Tert-butyl 6-((6-(2-bromo-4-fluorophenyl)-5-(ethoxycarbonyl)-2-(thiazol-2-yl)-3,6-dihydropyrimidin-4-yl)methyl)-2,6-diazaspiro[3.4]octane-2-carboxylate

ID: ALA4857913

PubChem CID: 164610348

Max Phase: Preclinical

Molecular Formula: C28H33BrFN5O4S

Molecular Weight: 634.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=C(CN2CCC3(C2)CN(C(=O)OC(C)(C)C)C3)NC(c2nccs2)=NC1c1ccc(F)cc1Br

Standard InChI:  InChI=1S/C28H33BrFN5O4S/c1-5-38-25(36)21-20(13-34-10-8-28(14-34)15-35(16-28)26(37)39-27(2,3)4)32-23(24-31-9-11-40-24)33-22(21)18-7-6-17(30)12-19(18)29/h6-7,9,11-12,22H,5,8,10,13-16H2,1-4H3,(H,32,33)

Standard InChI Key:  KLEVNQJHKVQAHA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   14.9242  -24.2728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4332  -21.4465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2185  -22.2348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0068  -22.4494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2215  -21.6611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7299  -18.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7287  -18.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4368  -19.3718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1464  -18.9623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1436  -18.1397    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   13.0221  -17.7348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0219  -16.9176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3145  -18.1436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6066  -17.7352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.0207  -19.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0200  -20.1880    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4297  -16.9200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1378  -16.5099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1358  -15.6935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4263  -15.2862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7175  -15.7013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7230  -16.5164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8553  -19.3674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9420  -20.1800    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.7416  -20.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1491  -19.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6013  -19.0339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8463  -16.9172    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   14.4228  -14.4690    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.3622  -20.6676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6141  -21.4450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6844  -20.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4126  -23.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0012  -23.8648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2298  -23.1620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4527  -23.8746    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  1  0
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  6  7  1  0
  7  4  1  0
  8  9  2  0
  9 10  1  0
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 24 25  1  0
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 26 21  1  0
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 11 27  1  0
 22 32  1  0
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 20 34  1  0
 34 35  1  0
 35  4  1  0
  4 36  1  0
 36 20  1  0
  6 37  1  0
 37 38  2  0
 37 39  1  0
 39  2  1  0
  2 40  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4857913

   ---

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: 634.57

Molecular Weight (Monoisotopic): 633.1421

AlogP: 4.90

#Rotatable Bonds: 6

Polar Surface Area: 96.36

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.42

CX LogP: 3.88

CX LogD: 3.83

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.45

Np Likeness Score: -1.25

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