N-(1-(3,5-diethoxy-4-fluorobenzyl)piperidin-4-yl)benzo[d]oxazol-2-amine

ID: ALA1078451

PubChem CID: 11848626

Max Phase: Preclinical

Molecular Formula: C23H28FN3O3

Molecular Weight: 413.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1cc(CN2CCC(Nc3nc4ccccc4o3)CC2)cc(OCC)c1F

Standard InChI:  InChI=1S/C23H28FN3O3/c1-3-28-20-13-16(14-21(22(20)24)29-4-2)15-27-11-9-17(10-12-27)25-23-26-18-7-5-6-8-19(18)30-23/h5-8,13-14,17H,3-4,9-12,15H2,1-2H3,(H,25,26)

Standard InChI Key:  IZZYIOKWGYBVQC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
    9.6414  -18.3923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6402  -19.2199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3531  -19.6327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3511  -17.9795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0693  -18.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0696  -19.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8563  -19.4681    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3401  -18.8012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8551  -18.1307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1651  -18.8003    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5783  -19.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1667  -20.2290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5761  -20.9388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4014  -20.9427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8156  -20.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4044  -19.5087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8117  -21.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6367  -21.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0441  -22.3765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8682  -22.3794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2839  -21.6630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8688  -20.9465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0461  -20.9474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2807  -20.2290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1057  -20.2284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5176  -19.5156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2782  -23.0935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1031  -23.0965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5130  -23.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1089  -21.6644    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
 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
 25 26  1  0
  2  3  1  0
 20 27  1  0
  3  6  2  0
 27 28  1  0
  1  2  2  0
 28 29  1  0
  5  4  2  0
 21 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1078451

   N-(1-(3,5-diethoxy-4-fluorobenzyl)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: 413.49

Molecular Weight (Monoisotopic): 413.2115

AlogP: 4.84

#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: 7.00

CX LogP: 3.77

CX LogD: 3.62

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.57

Np Likeness Score: -1.30

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