1-[(4-{[1-(2-Ethoxyethyl)-1H-1,2,3-triazole-4-yl]methoxy}-3-methoxyphenyl)methyl]-4-(2-methoxyphenyl)piperazine

ID: ALA1803051

PubChem CID: 53363199

Max Phase: Preclinical

Molecular Formula: C26H35N5O4

Molecular Weight: 481.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOCCn1cc(COc2ccc(CN3CCN(c4ccccc4OC)CC3)cc2OC)nn1

Standard InChI:  InChI=1S/C26H35N5O4/c1-4-34-16-15-31-19-22(27-28-31)20-35-25-10-9-21(17-26(25)33-3)18-29-11-13-30(14-12-29)23-7-5-6-8-24(23)32-2/h5-10,17,19H,4,11-16,18,20H2,1-3H3

Standard InChI Key:  YOQUNJDFYTYTTC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 35 38  0  0  0  0  0  0  0  0999 V2000
   -3.6789   -5.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6800   -6.0497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9657   -6.4626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2498   -6.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2525   -5.2191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9673   -4.8097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9659   -7.2876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6804   -7.6999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5346   -6.4606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5383   -7.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8272   -7.6972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1110   -7.2870    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1103   -6.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8259   -6.0452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6026   -7.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6008   -8.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1144   -8.9318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1166   -9.7562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5976  -10.1710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3153   -9.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3139   -8.9328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8321  -10.1667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5455   -9.7523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5969  -10.9960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3110  -11.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0259  -10.9972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7785  -11.3285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3310  -10.7159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9192  -10.0011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1120  -10.1720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1514  -10.8029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4864  -11.5568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3069  -11.6437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6418  -12.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4622  -12.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 16 17  2  0
 17 18  1  0
  4  9  1  0
 18 19  2  0
  9 10  1  0
 19 20  1  0
  4  5  1  0
 20 21  2  0
 21 16  1  0
  2  3  1  0
 18 22  1  0
  5  6  2  0
 22 23  1  0
  6  1  1  0
 19 24  1  0
  1  2  2  0
 24 25  1  0
  9 14  1  0
 25 26  1  0
 26 27  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 30 26  1  0
  3  7  1  0
 28 31  1  0
 12 15  1  0
 31 32  1  0
  3  4  2  0
 32 33  1  0
 15 16  1  0
 33 34  1  0
  7  8  1  0
 34 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1803051

   1-[[4-[[1-(2-Ethoxyethyl)triazol-4-yl]methoxy]-3-methoxyphenyl]methyl]-4-(2-methoxyphenyl)piperazine

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: 481.60

Molecular Weight (Monoisotopic): 481.2689

AlogP: 3.23

#Rotatable Bonds: 12

Polar Surface Area: 74.11

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.05

CX LogP: 3.34

CX LogD: 3.18

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.37

Np Likeness Score: -1.73

References

1. Kühhorn J, Hübner H, Gmeiner P..  (2011)  Bivalent dopamine D2 receptor ligands: synthesis and binding properties.,  54  (13): [PMID:21599022] [10.1021/jm2004859]

Source

Source(1):

• Scientific Literature