1-(3-(4-Amino-6-(benzylamino)-1,3,5-triazin-2-yl)phenyl)ethan-1-one

ID: ALA4471184

PubChem CID: 56709024

Max Phase: Preclinical

Molecular Formula: C18H17N5O

Molecular Weight: 319.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)c1cccc(-c2nc(N)nc(NCc3ccccc3)n2)c1

Standard InChI:  InChI=1S/C18H17N5O/c1-12(24)14-8-5-9-15(10-14)16-21-17(19)23-18(22-16)20-11-13-6-3-2-4-7-13/h2-10H,11H2,1H3,(H3,19,20,21,22,23)

Standard InChI Key:  IWXYMXJWNRJHAP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    2.9000  -26.6701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8989  -27.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6069  -27.8986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3166  -27.4892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3138  -26.6665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6051  -26.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0169  -26.2565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7264  -26.6642    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4321  -26.2536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4295  -25.4355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7153  -25.0298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0125  -25.4427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1412  -26.6599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8475  -26.2490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5566  -26.6552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5557  -27.4719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2639  -27.8781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9712  -27.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9659  -26.6457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2571  -26.2432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7093  -24.2126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1922  -26.2617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1920  -25.4445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4846  -26.6705    0.0000 C   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
  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
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 11 21  1  0
  1 22  1  0
 22 23  2  0
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4471184

   1-{3-[4-Amino-6-(benzylamino)-1,3,5-triazin-2-YL]phenyl}ethanone

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: 319.37

Molecular Weight (Monoisotopic): 319.1433

AlogP: 2.94

#Rotatable Bonds: 5

Polar Surface Area: 93.79

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.77

CX LogP: 3.38

CX LogD: 3.29

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.70

Np Likeness Score: -1.32

References

1. Yu X, Huang XP, Kenakin TP, Slocum ST, Chen X, Martini ML, Liu J, Jin J..  (2019)  Design, Synthesis, and Characterization of Ogerin-Based Positive Allosteric Modulators for G Protein-Coupled Receptor 68 (GPR68).,  62  (16): [PMID:31298539] [10.1021/acs.jmedchem.9b00869]

Source

Source(1):

• Scientific Literature