10-Ethoxy-9-(3-fluoropropoxy)-3-isobutyl-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-ol

ID: ALA4875286

PubChem CID: 164627914

Max Phase: Preclinical

Molecular Formula: C22H34FNO3

Molecular Weight: 379.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOc1cc2c(cc1OCCCF)CCN1CC(CC(C)C)C(O)CC21

Standard InChI:  InChI=1S/C22H34FNO3/c1-4-26-22-12-18-16(11-21(22)27-9-5-7-23)6-8-24-14-17(10-15(2)3)20(25)13-19(18)24/h11-12,15,17,19-20,25H,4-10,13-14H2,1-3H3

Standard InChI Key:  SWKIVYUIDZKJOG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   25.0761  -22.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7909  -23.0440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7891  -21.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5045  -21.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5032  -22.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9440  -21.8021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2225  -21.3823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9427  -22.6352    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.2169  -23.0452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2089  -23.8742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9253  -24.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6512  -23.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6608  -23.0543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3613  -24.3096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0800  -23.9047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.0887  -23.0797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9163  -25.1245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3613  -23.0430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6472  -22.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3627  -21.3914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3625  -20.5664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9324  -23.0418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0769  -20.1538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0767  -19.3288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7910  -18.9161    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  1 22  1  0
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 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4875286

   ---

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: 379.52

Molecular Weight (Monoisotopic): 379.2523

AlogP: 4.15

#Rotatable Bonds: 8

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: 8.18

CX LogP: 3.29

CX LogD: 2.45

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.69

Np Likeness Score: 0.65

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