Methyl 4-(3,4-Difluorophenyl)-4,6-dimethyl-2-thiazol-2-yl-1Hpyrimidine-5-carboxylate

ID: ALA4476767

PubChem CID: 89683129

Max Phase: Preclinical

Molecular Formula: C17H15F2N3O2S

Molecular Weight: 363.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)C1=C(C)NC(c2nccs2)=NC1(C)c1ccc(F)c(F)c1

Standard InChI:  InChI=1S/C17H15F2N3O2S/c1-9-13(16(23)24-3)17(2,10-4-5-11(18)12(19)8-10)22-14(21-9)15-20-6-7-25-15/h4-8H,1-3H3,(H,21,22)

Standard InChI Key:  OQQHIFZVKVYHNB-UHFFFAOYSA-N

Molfile:  

 
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    8.3414  -10.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0509  -11.2909    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7645  -10.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7645  -10.0534    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0509   -9.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3414  -10.0534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6345   -9.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6345   -8.8211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9258  -10.0505    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2148   -9.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5267   -9.0160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5791   -9.0160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3861   -9.1606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9102   -8.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6275   -7.7515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8206   -7.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2923   -8.2427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1476   -7.1236    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.7169   -8.6622    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.4740  -11.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2247  -10.9433    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.7708  -11.5543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3635  -12.2646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5598  -12.0972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  4  3  1  0
  5  4  2  0
  6  5  1  0
  7  6  1  0
  2  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
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  6 12  1  0
  6 13  1  0
 13 14  2  0
 15 14  1  0
 16 15  2  0
 17 16  1  0
 18 17  2  0
 13 18  1  0
 16 19  1  0
 15 20  1  0
  4 21  1  0
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 24 23  2  0
 25 24  1  0
 21 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476767

   methyl 4-(3,4-difluorophenyl)-4,6-dimethyl-2-(1,3-thiazol-2-yl)-1H-pyrimidine-5-carboxylate

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: 363.39

Molecular Weight (Monoisotopic): 363.0853

AlogP: 3.13

#Rotatable Bonds: 3

Polar Surface Area: 63.58

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.57

CX LogP: 2.80

CX LogD: 2.80

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.85

Np Likeness Score: -1.09

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