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

ID: ALA1078173

PubChem CID: 46882791

Max Phase: Preclinical

Molecular Formula: C24H31N3O3

Molecular Weight: 409.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1cc(CN2CCC(Nc3nc4ccccc4o3)CC2)ccc1OC(C)C

Standard InChI:  InChI=1S/C24H31N3O3/c1-4-28-23-15-18(9-10-22(23)29-17(2)3)16-27-13-11-19(12-14-27)25-24-26-20-7-5-6-8-21(20)30-24/h5-10,15,17,19H,4,11-14,16H2,1-3H3,(H,25,26)

Standard InChI Key:  VBBXGUJQESTVHE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -4.5994  -13.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8865  -13.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8885  -11.9011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1704  -12.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1701  -13.1364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3834  -13.3896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8997  -12.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3847  -12.0524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0748  -12.7218    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1615  -14.8641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5756  -14.1513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1644  -13.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5717  -15.5779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3965  -15.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8040  -16.2977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6280  -16.3006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0437  -15.5842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6286  -14.8679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8060  -14.8688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0405  -14.1551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8654  -14.1544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2773  -13.4371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8686  -15.5857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2798  -16.3035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1047  -16.3048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8661  -17.0152    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
 27 28  1  0
  1  2  2  0
 28 29  1  0
  5  4  2  0
 28 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1078173

   N-(1-(3-ethoxy-4-isopropoxybenzyl)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: 409.53

Molecular Weight (Monoisotopic): 409.2365

AlogP: 5.09

#Rotatable Bonds: 8

Polar Surface Area: 59.76

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.70

CX Basic pKa: 7.54

CX LogP: 4.04

CX LogD: 3.66

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.56

Np Likeness Score: -1.40

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