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

ID: ALA1077723

PubChem CID: 46882667

Max Phase: Preclinical

Molecular Formula: C21H26N4O3

Molecular Weight: 382.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1cc(CN2CCC(Nc3nc4ncccc4o3)CC2)ccc1OC

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

Standard InChI Key:  ZQXUOWFYPAHSFN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    8.9611   -3.6244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9598   -4.4519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6726   -4.8646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6706   -3.2117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3885   -3.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3888   -4.4468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1755   -4.7000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6592   -4.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1742   -3.3675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4839   -4.0324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8970   -4.7443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4855   -5.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8948   -6.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7200   -6.1742    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1340   -5.4616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7230   -4.7451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1301   -6.8924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9548   -6.8951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3622   -7.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1862   -7.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6017   -6.8989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1867   -6.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3643   -6.1789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5987   -5.4654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4234   -5.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8352   -4.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4265   -6.9002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8377   -7.6135    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:

   

   ALA1077723

   N-(1-(3-ethoxy-4-methoxybenzyl)piperidin-4-yl)oxazolo[4,5-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: 13.13

CX Basic pKa: 7.56

CX LogP: 2.38

CX LogD: 1.99

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.67

Np Likeness Score: -1.35

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