(2-(4-Amino-6-((4-phenoxybenzyl)amino)-1,3,5-triazin-2-yl)-4-chlorophenyl)methanol

ID: ALA4554957

PubChem CID: 155556347

Max Phase: Preclinical

Molecular Formula: C23H20ClN5O2

Molecular Weight: 433.90

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(NCc2ccc(Oc3ccccc3)cc2)nc(-c2cc(Cl)ccc2CO)n1

Standard InChI:  InChI=1S/C23H20ClN5O2/c24-17-9-8-16(14-30)20(12-17)21-27-22(25)29-23(28-21)26-13-15-6-10-19(11-7-15)31-18-4-2-1-3-5-18/h1-12,30H,13-14H2,(H3,25,26,27,28,29)

Standard InChI Key:  BNAFRDCCLQHZAN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   18.2946  -11.4241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2934  -12.2437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0015  -12.6526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7111  -12.2432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7083  -11.4205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9997  -11.0153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4115  -11.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1210  -11.4182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8267  -11.0076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8240  -10.1896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1098   -9.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4071  -10.1967    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5357  -11.4139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2421  -11.0030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1038   -8.9666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9973  -10.1981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2883   -9.7916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9511  -11.4092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0013  -13.4698    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   23.9502  -12.2259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6584  -12.6321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3658  -12.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3605  -11.3997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6517  -10.9972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0754  -12.6265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.0791  -13.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3725  -13.8537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3759  -14.6702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0861  -15.0763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7942  -14.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7873  -13.8450    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
 11 15  1  0
  6 16  1  0
 16 17  1  0
 14 18  1  0
  3 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 18  1  0
 22 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4554957

   ---

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: 433.90

Molecular Weight (Monoisotopic): 433.1306

AlogP: 4.67

#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: 6.38

CX LogP: 5.17

CX LogD: 5.13

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.39

Np Likeness Score: -0.92

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