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

ID: ALA1078081

PubChem CID: 46882790

Max Phase: Preclinical

Molecular Formula: C24H29N3O3

Molecular Weight: 407.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1cc(CN2CCC(Nc3nc4ccccc4o3)CC2)ccc1OC1CC1

Standard InChI:  InChI=1S/C24H29N3O3/c1-2-28-23-15-17(7-10-22(23)29-19-8-9-19)16-27-13-11-18(12-14-27)25-24-26-20-5-3-4-6-21(20)30-24/h3-7,10,15,18-19H,2,8-9,11-14,16H2,1H3,(H,25,26)

Standard InChI Key:  RYTQOQMGUDEDKO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 34  0  0  0  0  0  0  0  0999 V2000
    8.6707   -7.3643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6695   -8.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3829   -8.6069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3809   -6.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0995   -7.3604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0998   -8.1868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8822   -8.4431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3677   -7.7753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8808   -7.1088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1925   -7.7746    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6079   -8.4872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1942   -9.2043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6057   -9.9101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4310   -9.9139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8427   -9.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4339   -8.4880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8389  -10.6328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6637  -10.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0734  -11.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8974  -11.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3107  -10.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8979   -9.9177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0755   -9.9186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3075   -9.2089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1324   -9.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5466   -8.4903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1356  -10.6406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5490  -11.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5504  -12.1747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2641  -11.7658    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
 29 28  1  0
 30 29  1  0
 28 30  1  0
  1  2  2  0
  5  4  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1078081

   N-(1-(4-cyclopropoxy-3-ethoxybenzyl)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: 407.51

Molecular Weight (Monoisotopic): 407.2209

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: 7.54

CX LogP: 3.74

CX LogD: 3.36

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.58

Np Likeness Score: -1.11

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