4-(2-Fluoro-4-nitrophenoxy)-N-(3,4,5-trimethoxyphenyl)pyrimidin-2-amine

ID: ALA4759023

PubChem CID: 162658576

Max Phase: Preclinical

Molecular Formula: C19H17FN4O5

Molecular Weight: 400.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(Nc2nccc(-c3ccc([N+](=O)[O-])cc3F)n2)cc(OC)c1OC

Standard InChI:  InChI=1S/C19H17FN4O5/c1-27-16-8-11(9-17(28-2)18(16)29-3)22-19-21-7-6-15(23-19)13-5-4-12(24(25)26)10-14(13)20/h4-10H,1-3H3,(H,21,22,23)

Standard InChI Key:  RJNRBOVADXXFPO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.8517  -15.7066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5678  -16.1204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2856  -15.7064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2828  -14.8743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5661  -14.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0006  -16.1179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7145  -15.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4282  -16.1205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1415  -15.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1408  -14.8818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4207  -14.4704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7103  -14.8856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8542  -14.4673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5698  -14.8779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8564  -16.1195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8572  -16.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4166  -13.6455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1291  -13.2295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1368  -16.1184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4241  -15.7038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7098  -16.1150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7086  -16.9409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4277  -17.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1391  -16.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9904  -17.3519    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9908  -18.1769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2758  -16.9396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8548  -17.3508    0.0000 F   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
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  6  1  1  0
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  7  8  1  0
  8  9  2  0
  9 10  1  0
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 11 12  1  0
 12 13  2  0
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 11 14  1  0
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 10 16  1  0
 16 17  1  0
 12 18  1  0
 18 19  1  0
  2 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 26 27  2  0
 26 28  1  0
 23 26  1  0
 25 29  1  0
M  CHG  2  26   1  28  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4759023

   ---

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: 400.37

Molecular Weight (Monoisotopic): 400.1183

AlogP: 3.96

#Rotatable Bonds: 7

Polar Surface Area: 108.64

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.38

CX Basic pKa: 1.14

CX LogP: 3.81

CX LogD: 3.81

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.47

Np Likeness Score: -1.32

References

1. Sun D,Yang Z,Zhen Y,Yang Y,Chen Y,Yuan Y,Zhang L,Zeng X,Chen L.  (2020)  Discovery of 5-bromo-4-phenoxy-N-phenylpyrimidin-2-amine derivatives as novel ULK1 inhibitors that block autophagy and induce apoptosis in non-small cell lung cancer.,  208  [PMID:32961380] [10.1016/j.ejmech.2020.112782]

Source

Source(1):

• Scientific Literature