N-(1-(3-ethoxy-4-(trifluoromethyl)benzyl)piperidin-4-yl)benzo[d]oxazol-2-amine

ID: ALA1077887

PubChem CID: 46882789

Max Phase: Preclinical

Molecular Formula: C22H24F3N3O2

Molecular Weight: 419.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1cc(CN2CCC(Nc3nc4ccccc4o3)CC2)ccc1C(F)(F)F

Standard InChI:  InChI=1S/C22H24F3N3O2/c1-2-29-20-13-15(7-8-17(20)22(23,24)25)14-28-11-9-16(10-12-28)26-21-27-18-5-3-4-6-19(18)30-21/h3-8,13,16H,2,9-12,14H2,1H3,(H,26,27)

Standard InChI Key:  JQIVPOOMUFGMRU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -4.5931   -7.9524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8795   -8.3631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8815   -6.7142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1627   -7.1253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1624   -7.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3753   -8.2038    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8896   -7.5359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3765   -6.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0645   -7.5350    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1697   -9.6795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5862   -8.9615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1726   -8.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5823  -10.3942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8126  -11.1147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6368  -11.1176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0548  -10.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6373   -9.6834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8146   -9.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0517   -8.9653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8768   -8.9646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2865   -8.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8798  -10.4019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2889  -11.1159    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.2913   -9.6893    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.7043  -10.3978    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
 11 16  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  6  7  1  0
 14 17  1  0
  7  8  2  0
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  8  9  1  0
 18 19  2  0
  9  5  1  0
 19 20  1  0
  4  1  1  0
 20 21  2  0
  8 10  1  0
 21 22  1  0
  5  6  1  0
 22 23  2  0
 23 18  1  0
 10 11  1  0
 22 24  1  0
 11 12  1  0
 24 25  1  0
 25 26  1  0
  2  3  1  0
 21 27  1  0
  3  6  2  0
 27 28  1  0
  1  2  2  0
 27 29  1  0
  5  4  2  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1077887

   N-(1-(3-ethoxy-4-(trifluoromethyl)benzyl)piperidin-4-yl)benzo[d]oxazol-2-amine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 419.45

Molecular Weight (Monoisotopic): 419.1821

AlogP: 5.32

#Rotatable Bonds: 6

Polar Surface Area: 50.53

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.70

CX Basic pKa: 7.59

CX LogP: 4.31

CX LogD: 3.90

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.59

Np Likeness Score: -1.49

References

1. Martin RE, Mohr P, Maerki HP, Guba W, Kuratli C, Gavelle O, Binggeli A, Bendels S, Alvarez-Sánchez R, Alker A, Polonchuk L, Christ AD..  (2009)  Benzoxazole piperidines as selective and potent somatostatin receptor subtype 5 antagonists.,  19  (21): [PMID:19786348] [10.1016/j.bmcl.2009.09.024]

Source

Source(1):

• Scientific Literature