(R)-1-(4-((1-(benzo[d][1,3]dioxol-5-ylmethyl)pyrrolidin-2-yl)methoxy)phenyl)-1H-imidazole

ID: ALA388881

PubChem CID: 44430567

Max Phase: Preclinical

Molecular Formula: C22H23N3O3

Molecular Weight: 377.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1cn(-c2ccc(OC[C@H]3CCCN3Cc3ccc4c(c3)OCO4)cc2)cn1

Standard InChI:  InChI=1S/C22H23N3O3/c1-2-19(14-26-20-6-4-18(5-7-20)25-11-9-23-15-25)24(10-1)13-17-3-8-21-22(12-17)28-16-27-21/h3-9,11-12,15,19H,1-2,10,13-14,16H2/t19-/m1/s1

Standard InChI Key:  LJMQPVKSZNDSKH-LJQANCHMSA-N

Molfile:  

     RDKit          2D

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   -2.8768  -22.2655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6618  -22.0139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6865  -21.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5131  -20.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7300  -19.9465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4709  -21.2657    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7286  -22.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5536  -22.0499    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8091  -21.2653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1420  -20.7801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  5  6  2  0
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  1  2  2  0
  5  1  1  0
  2  3  1  0
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 28 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA388881

   (R)-1-(4-((1-(benzo[d][1,3]dioxol-5-ylmethyl)pyrrolidin-2-yl)methoxy)phenyl)-1H-imidazole

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: 377.44

Molecular Weight (Monoisotopic): 377.1739

AlogP: 3.64

#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: 8.42

CX LogP: 3.41

CX LogD: 2.34

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.66

Np Likeness Score: -1.32

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