3-(1-(benzo[d][1,3]dioxol-5-ylmethyl)piperidin-3-yloxy)-6-(1H-imidazol-1-yl)pyridazine

ID: ALA233032

PubChem CID: 9999752

Max Phase: Preclinical

Molecular Formula: C20H21N5O3

Molecular Weight: 379.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1cn(-c2ccc(OC3CCCN(Cc4ccc5c(c4)OCO5)C3)nn2)cn1

Standard InChI:  InChI=1S/C20H21N5O3/c1-2-16(28-20-6-5-19(22-23-20)25-9-7-21-13-25)12-24(8-1)11-15-3-4-17-18(10-15)27-14-26-17/h3-7,9-10,13,16H,1-2,8,11-12,14H2

Standard InChI Key:  QYDFDUCNHWMTCI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   16.7176  -14.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7147  -13.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9993  -12.9685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2863  -14.2087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2830  -13.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4980  -13.1328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0161  -13.8017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5034  -14.4665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4276  -12.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4245  -12.1375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7125  -10.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7125  -11.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1365  -11.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1365  -10.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4245  -10.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8522  -10.4938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5655  -10.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5615  -11.7386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2739  -12.1531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9905  -11.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9903  -10.9133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2773  -10.5026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7043  -12.1563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7870  -12.9769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5937  -13.1497    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0073  -12.4358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4562  -11.8220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0
 12 16  1  0
 13 11  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
  6  7  1  0
 15 17  1  0
  7  8  1  0
 17 18  1  0
  8  9  1  0
 18 19  2  0
  9  5  1  0
 19 20  1  0
  4  6  1  0
 20 21  2  0
  3 10  1  0
 21 22  1  0
  5  6  2  0
 22 23  2  0
 23 18  1  0
 10 11  1  0
 21 24  1  0
 24 25  1  0
 12 13  1  0
  1  2  2  0
  5  1  1  0
  2  3  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA233032

   3-[(6-(Imidazol-1-yl)pyridazin-3-yl)oxy]-1-[(1,3-benzodioxol-5-yl)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: 379.42

Molecular Weight (Monoisotopic): 379.1644

AlogP: 2.43

#Rotatable Bonds: 5

Polar Surface Area: 74.53

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.67

CX LogP: 2.40

CX LogD: 1.94

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.67

Np Likeness Score: -1.75

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