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

ID: ALA1077742

PubChem CID: 46882746

Max Phase: Preclinical

Molecular Formula: C21H25N3O3

Molecular Weight: 367.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CN2CCC(Nc3nc4ccccc4o3)CC2)cc1OC

Standard InChI:  InChI=1S/C21H25N3O3/c1-25-19-8-7-15(13-20(19)26-2)14-24-11-9-16(10-12-24)22-21-23-17-5-3-4-6-18(17)27-21/h3-8,13,16H,9-12,14H2,1-2H3,(H,22,23)

Standard InChI Key:  DSLKCOAGUPWVOT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -4.8394  -25.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1264  -26.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1284  -24.5694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4101  -24.9802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4099  -25.8061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6235  -26.0576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1383  -25.3904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6249  -24.7242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3140  -25.3895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9033  -26.1017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3124  -26.8184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9056  -27.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809  -27.5321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3351  -26.8191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0779  -26.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3313  -28.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1555  -28.2531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5605  -28.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3839  -28.9688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8015  -28.2568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3844  -27.5359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5625  -27.5368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7983  -26.8229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6226  -26.8222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6258  -28.2582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0345  -28.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  6  2  0
  1  2  2  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
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1077742

   N-(1-(3,4-dimethoxybenzyl)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: 367.45

Molecular Weight (Monoisotopic): 367.1896

AlogP: 3.92

#Rotatable Bonds: 6

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: 2.91

CX LogD: 2.53

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.71

Np Likeness Score: -1.19

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