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

ID: ALA4849938

PubChem CID: 156085609

Max Phase: Preclinical

Molecular Formula: C20H31NO3

Molecular Weight: 333.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOc1cc2c(cc1OC)CCN1CC(CC(C)C)C(O)CC21

Standard InChI:  InChI=1S/C20H31NO3/c1-5-24-20-10-16-14(9-19(20)23-4)6-7-21-12-15(8-13(2)3)18(22)11-17(16)21/h9-10,13,15,17-18,22H,5-8,11-12H2,1-4H3

Standard InChI Key:  OOULYVRDYMQLSB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   15.6515  -21.9815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6503  -22.8088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3651  -23.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3633  -21.5688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0786  -21.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0774  -22.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5180  -21.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7966  -21.5601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5169  -22.8130    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7910  -23.2229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7831  -24.0519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4993  -24.4773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2252  -24.0674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2348  -23.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9353  -24.4873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6539  -24.0823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3640  -24.5023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6626  -23.2575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4903  -25.3021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9356  -23.2207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2215  -22.8076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9370  -21.5692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9368  -20.7443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5067  -23.2196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5  8  1  0
  6 10  1  0
  9  7  1  0
  7  8  1  0
  9 10  1  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 12 19  1  0
  2 20  1  0
 20 21  1  0
  1 22  1  0
 22 23  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4849938

   ---

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: 333.47

Molecular Weight (Monoisotopic): 333.2304

AlogP: 3.42

#Rotatable Bonds: 5

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: 3.03

CX LogD: 2.18

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.90

Np Likeness Score: 0.93

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