(2-(4-Amino-6-(benzylamino)-1,3,5-triazin-2-yl)-5-isopropoxyphenyl)methanol

ID: ALA4525046

PubChem CID: 155538746

Max Phase: Preclinical

Molecular Formula: C20H23N5O2

Molecular Weight: 365.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)Oc1ccc(-c2nc(N)nc(NCc3ccccc3)n2)c(CO)c1

Standard InChI:  InChI=1S/C20H23N5O2/c1-13(2)27-16-8-9-17(15(10-16)12-26)18-23-19(21)25-20(24-18)22-11-14-6-4-3-5-7-14/h3-10,13,26H,11-12H2,1-2H3,(H3,21,22,23,24,25)

Standard InChI Key:  MLZPGMXYJGVWGI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   16.7262  -18.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7251  -19.5778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4331  -19.9867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1428  -19.5773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1400  -18.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4314  -18.3494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8431  -18.3446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5526  -18.7523    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2583  -18.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2557  -17.5236    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5415  -17.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8387  -17.5308    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9674  -18.7480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6737  -18.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3828  -18.7433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3819  -19.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0901  -19.9662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7974  -19.5552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7921  -18.7338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0833  -18.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5355  -16.3007    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4289  -17.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7200  -17.1257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0171  -19.9858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3097  -19.5766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6016  -19.9847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3103  -18.7594    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
  6 22  1  0
 22 23  1  0
  2 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4525046

   ---

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: 365.44

Molecular Weight (Monoisotopic): 365.1852

AlogP: 3.01

#Rotatable Bonds: 7

Polar Surface Area: 106.18

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.55

CX LogP: 3.71

CX LogD: 3.65

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.59

Np Likeness Score: -0.84

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