N-(1-((5-ethoxy-6-methoxypyridin-3-yl)methyl)piperidin-4-yl)benzo[d]oxazol-2-amine

ID: ALA1078438

PubChem CID: 46882709

Max Phase: Preclinical

Molecular Formula: C21H26N4O3

Molecular Weight: 382.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1cc(CN2CCC(Nc3nc4ccccc4o3)CC2)cnc1OC

Standard InChI:  InChI=1S/C21H26N4O3/c1-3-27-19-12-15(13-22-20(19)26-2)14-25-10-8-16(9-11-25)23-21-24-17-6-4-5-7-18(17)28-21/h4-7,12-13,16H,3,8-11,14H2,1-2H3,(H,23,24)

Standard InChI Key:  DHMZIVVRKKMROM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   -5.2474  -14.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2486  -14.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5360  -15.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5379  -13.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8201  -14.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8197  -14.9468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0333  -15.1999    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5497  -14.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0345  -13.8677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7251  -14.5324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3120  -15.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7234  -15.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3142  -16.6701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4892  -16.6740    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0752  -15.9615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4862  -15.2450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0791  -17.3921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7456  -17.3947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1529  -18.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9767  -18.1101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3922  -17.3986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9772  -16.6778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1549  -16.6787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3890  -15.9652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2136  -15.9646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6254  -15.2474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2168  -17.3999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6280  -18.1130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
 25 26  1  0
  2  3  1  0
 21 27  1  0
  3  6  2  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1078438

   N-(1-((5-ethoxy-6-methoxypyridin-3-yl)methyl)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: 382.46

Molecular Weight (Monoisotopic): 382.2005

AlogP: 3.71

#Rotatable Bonds: 7

Polar Surface Area: 72.65

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.70

CX Basic pKa: 6.85

CX LogP: 2.65

CX LogD: 2.54

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.67

Np Likeness Score: -1.31

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