4-[[3-[[4-(2-Methoxyphenyl)piperazin-1-yl]methyl]azulen-1-yl]methyl]morpholine

ID: ALA2207639

PubChem CID: 71454294

Max Phase: Preclinical

Molecular Formula: C27H33N3O2

Molecular Weight: 431.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1N1CCN(Cc2cc(CN3CCOCC3)c3cccccc2-3)CC1

Standard InChI:  InChI=1S/C27H33N3O2/c1-31-27-10-6-5-9-26(27)30-13-11-28(12-14-30)20-22-19-23(21-29-15-17-32-18-16-29)25-8-4-2-3-7-24(22)25/h2-10,19H,11-18,20-21H2,1H3

Standard InChI Key:  RMDQSWIVOHIFNT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
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    9.0018  -18.8624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0635  -20.0140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5729  -20.6657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.9224  -20.0338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7400  -20.1096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0647  -19.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4482  -18.8137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.5633  -16.7159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   14.7003  -16.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.2553  -15.4685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0055  -17.5192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7269  -17.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1617  -20.8197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7575  -21.5398    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9329  -21.5468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5289  -22.2629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9471  -22.9754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7738  -22.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1824  -22.2466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  6  1  0
  1  3  1  0
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  7  5  2  0
  4  5  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
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 12 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 15 18  1  0
 19 24  1  0
 24 25  1  0
  8 26  1  0
 26 27  1  0
 27 28  1  0
 27 32  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2207639

   4-[[3-[[4-(2-Methoxyphenyl)piperazin-1-yl]methyl]azulen-1-yl]methyl]morpholine

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: 431.58

Molecular Weight (Monoisotopic): 431.2573

AlogP: 3.95

#Rotatable Bonds: 6

Polar Surface Area: 28.18

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.14

CX LogP: 4.21

CX LogD: 3.32

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.59

Np Likeness Score: -1.00

References

1. Löber S, Hübner H, Buschauer A, Sanna F, Argiolas A, Melis MR, Gmeiner P..  (2012)  Novel azulene derivatives for the treatment of erectile dysfunction.,  22  (23): [PMID:23099096] [10.1016/j.bmcl.2012.09.064]

Source

Source(1):

• Scientific Literature