(2-(4-Amino-6-((4-phenylbutyl)amino)-1,3,5-triazin-2-yl)-3-fluorophenyl)methanol

ID: ALA4521360

PubChem CID: 155542561

Max Phase: Preclinical

Molecular Formula: C20H22FN5O

Molecular Weight: 367.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(NCCCCc2ccccc2)nc(-c2c(F)cccc2CO)n1

Standard InChI:  InChI=1S/C20H22FN5O/c21-16-11-6-10-15(13-27)17(16)18-24-19(22)26-20(25-18)23-12-5-4-9-14-7-2-1-3-8-14/h1-3,6-8,10-11,27H,4-5,9,12-13H2,(H3,22,23,24,25,26)

Standard InChI Key:  OAAJIVATZFBACB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   14.6255  -25.7002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6243  -26.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3324  -26.9287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0420  -26.5193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0392  -25.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3306  -25.2914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7423  -25.2866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4519  -25.6943    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1576  -25.2837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1549  -24.4656    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4407  -24.0599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7380  -24.4728    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8666  -25.6900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5730  -25.2791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4347  -23.2427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3282  -24.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6192  -24.0677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2820  -25.6853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7504  -26.9268    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.9884  -25.2744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6974  -25.6807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4038  -25.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1093  -25.6786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8152  -25.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8130  -24.4503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0989  -24.0442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3960  -24.4567    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
  4 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4521360

   ---

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: 367.43

Molecular Weight (Monoisotopic): 367.1808

AlogP: 3.19

#Rotatable Bonds: 8

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: 5.57

CX LogP: 4.41

CX LogD: 4.40

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.53

Np Likeness Score: -0.83

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