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

ID: ALA1077722

PubChem CID: 46882666

Max Phase: Preclinical

Molecular Formula: C21H26N4O3

Molecular Weight: 382.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1cc(CN2CCC(Nc3nc4ccncc4o3)CC2)ccc1OC

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

Standard InChI Key:  ASUPXZZZUXUWIR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   -4.1904   -3.0018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1916   -3.8293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4788   -4.2422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4808   -2.5891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7626   -2.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7623   -3.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9757   -4.0775    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4919   -3.4106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9769   -2.7448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6670   -3.4097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2537   -4.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6653   -4.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2559   -5.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5693   -5.5520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9834   -4.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5723   -4.1227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9796   -6.2705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8045   -6.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2119   -6.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0360   -6.9887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4516   -6.2768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0365   -5.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2139   -5.5567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4484   -4.8430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2734   -4.8423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6853   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2766   -6.2783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6878   -6.9915    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:

   

   ALA1077722

   N-(1-(3-ethoxy-4-methoxybenzyl)piperidin-4-yl)oxazolo[5,4-c]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: 13.00

CX Basic pKa: 7.55

CX LogP: 2.05

CX LogD: 1.67

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.67

Np Likeness Score: -1.27

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