N-(3,4-dimethoxybenzyl)-3-(1-((2-(pyrimidin-2-ylamino)pyridin-4-yl)oxy)ethyl)benzamide

ID: ALA4174101

PubChem CID: 141482504

Max Phase: Preclinical

Molecular Formula: C27H27N5O4

Molecular Weight: 485.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CNC(=O)c2cccc(C(C)Oc3ccnc(Nc4ncccn4)c3)c2)cc1OC

Standard InChI:  InChI=1S/C27H27N5O4/c1-18(36-22-10-13-28-25(16-22)32-27-29-11-5-12-30-27)20-6-4-7-21(15-20)26(33)31-17-19-8-9-23(34-2)24(14-19)35-3/h4-16,18H,17H2,1-3H3,(H,31,33)(H,28,29,30,32)

Standard InChI Key:  DCVDIUDYOUIQBI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   24.4648  -12.6334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4636  -13.4571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1758  -13.8702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8896  -13.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8868  -12.6298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1740  -12.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6021  -13.8682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6034  -14.6895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1716  -11.4074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8781  -10.9967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8757  -10.1795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5870  -11.4032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5873  -12.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2954  -12.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0028  -12.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9978  -11.3919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2891  -10.9892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7028  -10.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4131  -11.3827    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6975  -10.1616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.4185  -12.1999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1288  -12.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1313  -13.4187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8408  -13.8226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5468  -13.4094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5389  -12.5880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8288  -12.1878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8457  -14.6398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.2577  -13.8124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.1405  -15.0526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9622  -13.3983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8914  -15.0997    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8923  -15.9203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6048  -16.3307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3178  -15.9145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3134  -15.0953    0.0000 N   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
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 24 28  1  0
 25 29  1  0
 28 30  1  0
 29 31  1  0
  8 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36  8  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4174101

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 485.54

Molecular Weight (Monoisotopic): 485.2063

AlogP: 4.70

#Rotatable Bonds: 10

Polar Surface Area: 107.49

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.58

CX Basic pKa: 4.28

CX LogP: 4.01

CX LogD: 4.01

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.33

Np Likeness Score: -1.09

References

1. Tian Y, Zhang T, Long L, Li Z, Wan S, Wang G, Yu Y, Hou J, Wu X, Zhang J..  (2018)  Design, synthesis, biological evaluation and molecular modeling of novel 2-amino-4-(1-phenylethoxy) pyridine derivatives as potential ROS1 inhibitors.,  143  [PMID:29174814] [10.1016/j.ejmech.2017.11.002]

Source

Source(1):

• Scientific Literature