N-(1-(3-(2-fluoroethoxy)-4-methoxybenzyl)piperidin-4-yl)benzo[d]oxazol-2-amine

ID: ALA1077877

PubChem CID: 24740861

Max Phase: Preclinical

Molecular Formula: C22H26FN3O3

Molecular Weight: 399.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CN2CCC(Nc3nc4ccccc4o3)CC2)cc1OCCF

Standard InChI:  InChI=1S/C22H26FN3O3/c1-27-20-7-6-16(14-21(20)28-13-10-23)15-26-11-8-17(9-12-26)24-22-25-18-4-2-3-5-19(18)29-22/h2-7,14,17H,8-13,15H2,1H3,(H,24,25)

Standard InChI Key:  IGQABOYVCUNLKM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    8.1136  -25.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8264  -26.2220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8245  -24.5689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5426  -24.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5429  -25.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3296  -26.0573    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8133  -25.3904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3284  -24.7247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6382  -25.3896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   11.6399  -26.8183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0493  -27.5281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8745  -27.5319    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2886  -26.8191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8775  -26.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2848  -28.2503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1097  -28.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5171  -28.9655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3412  -28.9685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7568  -28.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3417  -27.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5191  -27.5366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7536  -26.8228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5786  -26.8222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5818  -28.2581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9930  -28.9712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9905  -26.1048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8154  -26.1042    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  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
 17 18  1  0
  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
 21 26  1  0
  2  3  1  0
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  3  6  2  0
 25 28  1  0
  1  2  2  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1077877

   N-(1-(3-(2-fluoroethoxy)-4-methoxybenzyl)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: 399.47

Molecular Weight (Monoisotopic): 399.1958

AlogP: 4.26

#Rotatable Bonds: 8

Polar Surface Area: 59.76

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.70

CX Basic pKa: 7.55

CX LogP: 3.11

CX LogD: 2.73

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.61

Np Likeness Score: -1.27

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