N-(2-(1-(3-ethoxy-4-methoxybenzyl)piperidin-4-ylamino)benzo[d]oxazol-5-yl)acetamide

ID: ALA1078283

PubChem CID: 46882621

Max Phase: Preclinical

Molecular Formula: C24H30N4O4

Molecular Weight: 438.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1cc(CN2CCC(Nc3nc4cc(NC(C)=O)ccc4o3)CC2)ccc1OC

Standard InChI:  InChI=1S/C24H30N4O4/c1-4-31-23-13-17(5-7-22(23)30-3)15-28-11-9-18(10-12-28)26-24-27-20-14-19(25-16(2)29)6-8-21(20)32-24/h5-8,13-14,18H,4,9-12,15H2,1-3H3,(H,25,29)(H,26,27)

Standard InChI Key:  XOEOXYIMADHJLD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   10.3669  -21.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3657  -21.8621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0829  -22.2749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0810  -20.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7943  -21.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7946  -21.8570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5811  -22.1101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0693  -21.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5799  -20.7778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8940  -21.4426    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3071  -22.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8957  -22.8710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3048  -23.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1300  -23.5843    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5440  -22.8717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1329  -22.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5401  -24.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3647  -24.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7721  -25.0176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5960  -25.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0115  -24.3089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5965  -23.5881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7741  -23.5890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0083  -22.8755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8331  -22.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2449  -22.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8362  -24.3104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2474  -25.0234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6529  -22.2738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9410  -21.8609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2237  -22.2725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9417  -21.0361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  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
  2 29  1  0
  5  4  2  0
 29 30  1  0
 11 16  1  0
 30 31  1  0
 12 13  1  0
 30 32  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1078283

   N-(2-(1-(3-ethoxy-4-methoxybenzyl)piperidin-4-ylamino)benzo[d]oxazol-5-yl)acetamide

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: 438.53

Molecular Weight (Monoisotopic): 438.2267

AlogP: 4.27

#Rotatable Bonds: 8

Polar Surface Area: 88.86

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.70

CX Basic pKa: 7.55

CX LogP: 2.51

CX LogD: 2.13

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.54

Np Likeness Score: -1.51

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