4-[[4-(4-Fluorophenyl)-4-methyl-5-oxazol-2-yl-2-thiazol-2-yl-1H-pyrimidin-6-yl]methyl]morpholine

ID: ALA4513853

PubChem CID: 155539168

Max Phase: Preclinical

Molecular Formula: C22H22FN5O2S

Molecular Weight: 439.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1(c2ccc(F)cc2)N=C(c2nccs2)NC(CN2CCOCC2)=C1c1ncco1

Standard InChI:  InChI=1S/C22H22FN5O2S/c1-22(15-2-4-16(23)5-3-15)18(20-24-6-10-30-20)17(14-28-8-11-29-12-9-28)26-19(27-22)21-25-7-13-31-21/h2-7,10,13H,8-9,11-12,14H2,1H3,(H,26,27)

Standard InChI Key:  GSQXSKADQPDDCH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   11.7124   -9.8730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4219  -10.2817    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4219  -11.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7124  -11.5151    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0071  -11.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0071  -10.2817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3001   -9.8728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5515  -10.2036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0091   -9.5933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4168   -8.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2154   -9.0581    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2942  -11.5073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2942  -12.3223    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5835  -12.7238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5835  -13.5449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2913  -13.9603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0019  -13.5508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0019  -12.7298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1273  -11.5073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8780  -11.1716    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.4201  -11.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0168  -12.4888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2172  -12.3172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2366   -9.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9539   -8.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4857   -7.8569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2926   -8.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5677   -8.7685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0435   -9.3931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8207   -7.3761    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  4  3  2  0
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  2  7  1  0
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  8  9  1  0
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 11 10  2  0
 12 11  1  0
  8 12  2  0
  6 13  1  0
 13 14  1  0
 14 15  1  0
 16 15  1  0
 17 16  1  0
 18 17  1  0
 19 18  1  0
 14 19  1  0
  4 20  1  0
 20 21  1  0
 22 21  1  0
 23 22  2  0
 24 23  1  0
 20 24  2  0
  2 25  1  0
 25 26  2  0
 27 26  1  0
 28 27  2  0
 29 28  1  0
 30 29  2  0
 25 30  1  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4513853

   ---

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: 439.52

Molecular Weight (Monoisotopic): 439.1478

AlogP: 3.28

#Rotatable Bonds: 5

Polar Surface Area: 75.78

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.80

CX LogP: 2.12

CX LogD: 2.12

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.66

Np Likeness Score: -1.24

References

1. Qiu Z, Lin X, Zhou M, Liu Y, Zhu W, Chen W, Zhang W, Guo L, Liu H, Wu G, Huang M, Jiang M, Xu Z, Zhou Z, Qin N, Ren S, Qiu H, Zhong S, Zhang Y, Zhang Y, Wu X, Shi L, Shen F, Mao Y, Zhou X, Yang W, Wu JZ, Yang G, Mayweg AV, Shen HC, Tang G..  (2016)  Design and Synthesis of Orally Bioavailable 4-Methyl Heteroaryldihydropyrimidine Based Hepatitis B Virus (HBV) Capsid Inhibitors.,  59  (16): [PMID:27458651] [10.1021/acs.jmedchem.6b00879]

Source

Source(1):

• Scientific Literature