3-(4-methoxybenzyl)-5-(4-(3-morpholinopropoxy)phenyl)pyrazin-2(1H)-one

ID: ALA2417883

PubChem CID: 72163843

Max Phase: Preclinical

Molecular Formula: C25H29N3O4

Molecular Weight: 435.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Cc2nc(-c3ccc(OCCCN4CCOCC4)cc3)c[nH]c2=O)cc1

Standard InChI:  InChI=1S/C25H29N3O4/c1-30-21-7-3-19(4-8-21)17-23-25(29)26-18-24(27-23)20-5-9-22(10-6-20)32-14-2-11-28-12-15-31-16-13-28/h3-10,18H,2,11-17H2,1H3,(H,26,29)

Standard InChI Key:  FHUDXIRSVNXMPC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   24.6313  -20.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6313  -20.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3366  -21.2552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.0419  -20.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0419  -20.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3366  -19.6208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7471  -19.6291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4539  -20.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1623  -19.6356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1652  -18.8176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4537  -18.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7482  -18.8153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.9200  -18.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6299  -18.3988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6278  -17.5824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.2096  -17.5901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2151  -18.4052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9242  -21.2604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8735  -18.4101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5806  -18.8198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2889  -18.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9960  -18.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7044  -18.4147    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.4114  -18.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7057  -17.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4140  -17.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1198  -18.4169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1211  -17.5997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9149  -16.3578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6209  -15.9462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  5  7  1  0
  1 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
  2 20  2  0
 10 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 30  1  0
 26 29  1  0
 29 30  1  0
 17 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2417883

   3-[(4-methoxyphenyl)methyl]-5-[4-(3-morpholin-4-ylpropoxy)phenyl]-1H-pyrazin-2-one

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: 435.52

Molecular Weight (Monoisotopic): 435.2158

AlogP: 3.14

#Rotatable Bonds: 9

Polar Surface Area: 76.68

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.81

CX Basic pKa: 7.04

CX LogP: 2.35

CX LogD: 2.19

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.52

Np Likeness Score: -1.01

References

1. Saha S, Reddy ChV, Xu S, Sankar S, Neamati N, Patro B..  (2013)  Synthesis and SAR studies of marine natural products ma'edamines A, B and their analogues.,  23  (18): [PMID:23927972] [10.1016/j.bmcl.2013.07.017]

Source

Source(1):

• Scientific Literature