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

ID: ALA1078449

PubChem CID: 46882831

Max Phase: Preclinical

Molecular Formula: C23H30N4O3

Molecular Weight: 410.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1cc(CN2CCC(Nc3nc4ccccc4o3)CC2)cc(OCC)c1N

Standard InChI:  InChI=1S/C23H30N4O3/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,3-4,9-12,15,24H2,1-2H3,(H,25,26)

Standard InChI Key:  BKXYGWGAVWDKTL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
    8.9222  -12.6637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9208  -13.4912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6339  -13.9041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6319  -12.2509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3500  -12.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3503  -13.4863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1371  -13.7394    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6209  -13.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1358  -12.4021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4459  -13.0717    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8590  -13.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4474  -14.5005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8568  -15.2103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6823  -15.2141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0964  -14.5012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6852  -13.7800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0925  -15.9279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9175  -15.9306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3249  -16.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1491  -16.6508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5647  -15.9344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1496  -15.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3270  -15.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5616  -14.5005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3866  -14.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7986  -13.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3897  -15.9357    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5590  -17.3650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3840  -17.3679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7938  -18.0820    0.0000 C   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
 21 27  1  0
  3  6  2  0
 20 28  1  0
  1  2  2  0
 28 29  1  0
  5  4  2  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1078449

   N-(1-(4-amino-3,5-diethoxybenzyl)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: 410.52

Molecular Weight (Monoisotopic): 410.2318

AlogP: 4.28

#Rotatable Bonds: 8

Polar Surface Area: 85.78

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.70

CX Basic pKa: 7.61

CX LogP: 2.80

CX LogD: 2.38

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.54

Np Likeness Score: -1.12

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