3-Isobutyl-9-isopropoxy-10-propoxy-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-ol

ID: ALA4856324

PubChem CID: 164609753

Max Phase: Preclinical

Molecular Formula: C23H37NO3

Molecular Weight: 375.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCOc1cc2c(cc1OC(C)C)CCN1CC(CC(C)C)C(O)CC21

Standard InChI:  InChI=1S/C23H37NO3/c1-6-9-26-22-12-19-17(11-23(22)27-16(4)5)7-8-24-14-18(10-15(2)3)21(25)13-20(19)24/h11-12,15-16,18,20-21,25H,6-10,13-14H2,1-5H3

Standard InChI Key:  JXYGOXOWTCVEBV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.0805   -3.5022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7954   -3.9150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7936   -2.2621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5089   -2.6712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5077   -3.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9484   -2.6733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2270   -2.2534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9472   -3.5063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2212   -3.9163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2133   -4.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9297   -5.1707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6556   -4.7608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6652   -3.9254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3657   -5.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0844   -4.7758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7945   -5.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0931   -3.9508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9207   -5.9956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3658   -3.9141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6517   -3.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3672   -2.2625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3670   -1.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9370   -3.9130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0814   -1.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6525   -1.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2228   -3.4999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  2 20  1  0
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  1 22  1  0
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 23 26  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4856324

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 375.55

Molecular Weight (Monoisotopic): 375.2773

AlogP: 4.59

#Rotatable Bonds: 7

Polar Surface Area: 41.93

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.17

CX LogP: 4.33

CX LogD: 3.48

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.76

Np Likeness Score: 0.61

References

1. Yang Y, Yu D, Zhu X, Du G, Wang W, Zou F, Wang H, Zhang R, Ye L, Tian J..  (2021)  Synthesis and analysis of dihydrotetrabenazine derivatives as novel vesicular monoamine transporter 2 inhibitors.,  224  [PMID:34329999] [10.1016/j.ejmech.2021.113718]

Source

Source(1):

• Scientific Literature