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

ID: ALA4561016

PubChem CID: 155558626

Max Phase: Preclinical

Molecular Formula: C18H18ClN5O

Molecular Weight: 355.83

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(NCCc2ccccc2)nc(-c2cc(Cl)ccc2CO)n1

Standard InChI:  InChI=1S/C18H18ClN5O/c19-14-7-6-13(11-25)15(10-14)16-22-17(20)24-18(23-16)21-9-8-12-4-2-1-3-5-12/h1-7,10,25H,8-9,11H2,(H3,20,21,22,23,24)

Standard InChI Key:  AKTDDKKTCGVQOO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   17.9231   -4.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9220   -5.1737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6300   -5.5827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3397   -5.1733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3369   -4.3506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6282   -3.9453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0400   -3.9406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7495   -4.3483    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4552   -3.9377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4526   -3.1196    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7384   -2.7139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0356   -3.1268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1643   -4.3439    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8706   -3.9330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7324   -1.8967    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6258   -3.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9169   -2.7217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5797   -4.3393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6298   -6.3999    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   24.2846   -3.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9955   -4.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6999   -3.9176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6940   -3.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9778   -2.6960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2762   -3.1119    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  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4561016

   ---

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: 355.83

Molecular Weight (Monoisotopic): 355.1200

AlogP: 2.92

#Rotatable Bonds: 6

Polar Surface Area: 96.95

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.42

CX LogP: 3.99

CX LogD: 3.94

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.63

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