3-((4-(1H-imidazol-1-yl)phenoxy)methyl)-1-(benzo[d][1,3]dioxol-5-ylmethyl)piperidine

ID: ALA233235

PubChem CID: 10475554

Max Phase: Preclinical

Molecular Formula: C23H25N3O3

Molecular Weight: 391.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1cn(-c2ccc(OCC3CCCN(Cc4ccc5c(c4)OCO5)C3)cc2)cn1

Standard InChI:  InChI=1S/C23H25N3O3/c1-2-19(15-27-21-6-4-20(5-7-21)26-11-9-24-16-26)14-25(10-1)13-18-3-8-22-23(12-18)29-17-28-22/h3-9,11-12,16,19H,1-2,10,13-15,17H2

Standard InChI Key:  BTLHTJHGHUZMRN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -7.3118  -15.1744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8174  -11.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5297  -11.7199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6160  -11.3109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3667  -11.6435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9197  -11.0313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5083  -10.3161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7011  -10.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0
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  8  9  1  0
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 19 20  2  0
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  3 10  1  0
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  5  6  2  0
 22 23  1  0
 10 11  1  0
 23 24  2  0
 24 19  1  0
 12 13  1  0
 22 25  1  0
 25 26  1  0
  1  2  2  0
  5  1  1  0
  2  3  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA233235

   1-(1,3-Benzodioxol-5-ylmethyl)-3-[(4-imidazol-1-ylphenoxy)methyl]piperidine

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: 391.47

Molecular Weight (Monoisotopic): 391.1896

AlogP: 3.89

#Rotatable Bonds: 6

Polar Surface Area: 48.75

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.18

CX LogP: 3.46

CX LogD: 2.60

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.64

Np Likeness Score: -1.52

References

1. Wei RG, Adler M, Davey D, Ho E, Mohan R, Polokoff M, Tseng JL, Whitlow M, Xu W, Yuan S, Phillips G..  (2007)  1-(1,3-Benzodioxol-5-ylmethyl)-3-[4-(1H-imidazol-1-yl)phenoxy]-piperidine analogs as potent and selective inhibitors of nitric oxide formation.,  17  (9): [PMID:17368901] [10.1016/j.bmcl.2007.02.053]

Source

Source(1):

• Scientific Literature