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

ID: ALA395498

PubChem CID: 11757333

Max Phase: Preclinical

Molecular Formula: C29H27F3N4O4

Molecular Weight: 552.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CN(CCOc1ccc(-n2ccnc2)cc1)Cc1ccc2c(c1)OCO2)NCc1ccc(C(F)(F)F)cc1

Standard InChI:  InChI=1S/C29H27F3N4O4/c30-29(31,32)23-4-1-21(2-5-23)16-34-28(37)18-35(17-22-3-10-26-27(15-22)40-20-39-26)13-14-38-25-8-6-24(7-9-25)36-12-11-33-19-36/h1-12,15,19H,13-14,16-18,20H2,(H,34,37)

Standard InChI Key:  SFGIHMAJHAGGRH-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA395498

   2-[1,3-benzodioxol-5-ylmethyl-[2-(4-imidazol-1-ylphenoxy)ethyl]amino]-N-[[4-(trifluoromethyl)phenyl]methyl]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: 552.55

Molecular Weight (Monoisotopic): 552.1984

AlogP: 4.82

#Rotatable Bonds: 11

Polar Surface Area: 77.85

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.83

CX LogP: 4.44

CX LogD: 4.34

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.29

Np Likeness Score: -1.78

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