N-(1-(3-ethoxy-4-methoxybenzyl)piperidin-4-yl)-5-nitrobenzo[d]oxazol-2-amine

ID: ALA1079314

PubChem CID: 46882579

Max Phase: Preclinical

Molecular Formula: C22H26N4O5

Molecular Weight: 426.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1cc(CN2CCC(Nc3nc4cc([N+](=O)[O-])ccc4o3)CC2)ccc1OC

Standard InChI:  InChI=1S/C22H26N4O5/c1-3-30-21-12-15(4-6-20(21)29-2)14-25-10-8-16(9-11-25)23-22-24-18-13-17(26(27)28)5-7-19(18)31-22/h4-7,12-13,16H,3,8-11,14H2,1-2H3,(H,23,24)

Standard InChI Key:  VJSJPWFDQKGSJE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   10.4135  -15.8035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.6281  -14.7191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   16.8187  -17.5308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0531  -16.8171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8780  -16.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2899  -16.0992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8812  -18.2523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2924  -18.9654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6991  -16.2175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9825  -15.8045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6985  -17.0424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  2 29  1  0
M  CHG  2  29   1  30  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1079314

   N-(1-(3-ethoxy-4-methoxybenzyl)piperidin-4-yl)-5-nitrobenzo[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: 426.47

Molecular Weight (Monoisotopic): 426.1903

AlogP: 4.22

#Rotatable Bonds: 8

Polar Surface Area: 102.90

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.41

CX Basic pKa: 7.54

CX LogP: 3.21

CX LogD: 2.83

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.42

Np Likeness Score: -1.54

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