N-(1-(3-ethoxy-4-methoxybenzyl)piperidin-4-yl)oxazolo[5,4-b]pyridin-2-amine

ID: ALA1077721

PubChem CID: 46882665

Max Phase: Preclinical

Molecular Formula: C21H26N4O3

Molecular Weight: 382.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1cc(CN2CCC(Nc3nc4cccnc4o3)CC2)ccc1OC

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

Standard InChI Key:  IBCKNQJBULJTIJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    9.3862    1.7027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3849    0.8763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0970    0.4639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0950    2.1150    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8122    1.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8124    0.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5982    0.6285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0813    1.2945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5969    1.9639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9052    1.2953    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3179    0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9069   -0.1316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3156   -0.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1400   -0.8443    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5536   -0.1324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1429    0.5879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5497   -1.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3735   -1.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7805   -2.2761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6035   -2.2791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0187   -1.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6041   -0.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7825   -0.8490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0155   -0.1361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8394   -0.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2508    0.5810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8425   -1.5650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2533   -2.2819    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:

   

   ALA1077721

   N-(1-(3-ethoxy-4-methoxybenzyl)piperidin-4-yl)oxazolo[5,4-b]pyridin-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: 13.05

CX Basic pKa: 7.55

CX LogP: 2.42

CX LogD: 2.03

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.67

Np Likeness Score: -1.26

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