2-((2-(4-(1H-imidazol-1-yl)phenoxy)ethyl)(benzo[d][1,3]dioxol-5-ylmethyl)amino)-N-(benzo[d][1,3]dioxol-5-ylmethyl)acetamide

ID: ALA232819

PubChem CID: 10007136

Max Phase: Preclinical

Molecular Formula: C29H28N4O6

Molecular Weight: 528.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CN(CCOc1ccc(-n2ccnc2)cc1)Cc1ccc2c(c1)OCO2)NCc1ccc2c(c1)OCO2

Standard InChI:  InChI=1S/C29H28N4O6/c34-29(31-15-21-1-7-25-27(13-21)38-19-36-25)17-32(16-22-2-8-26-28(14-22)39-20-37-26)11-12-35-24-5-3-23(4-6-24)33-10-9-30-18-33/h1-10,13-14,18H,11-12,15-17,19-20H2,(H,31,34)

Standard InChI Key:  AGKVOYQQFKGLNS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    2.9843  -17.2590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  5  6  1  0
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  1  2  1  0
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  1 29  2  0
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 33 36  2  0
 15 16  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA232819

   N-(1,3-benzodioxol-5-ylmethyl)-2-[1,3-benzodioxol-5-ylmethyl-[2-(4-imidazol-1-ylphenoxy)ethyl]amino]acetamide

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: 528.57

Molecular Weight (Monoisotopic): 528.2009

AlogP: 3.53

#Rotatable Bonds: 11

Polar Surface Area: 96.31

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.83

CX LogP: 3.19

CX LogD: 3.09

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.32

Np Likeness Score: -1.56

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