1-(2,3,4,5-Tetramethoxy-6-methylphenyl)-3-(5,6,7-trimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl)propan-1-one

ID: ALA4759158

PubChem CID: 162658480

Max Phase: Preclinical

Molecular Formula: C26H35NO8

Molecular Weight: 489.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c(c(OC)c1OC)CCN(CCC(=O)c1c(C)c(OC)c(OC)c(OC)c1OC)C2

Standard InChI:  InChI=1S/C26H35NO8/c1-15-20(24(33-6)26(35-8)25(34-7)21(15)30-3)18(28)10-12-27-11-9-17-16(14-27)13-19(29-2)23(32-5)22(17)31-4/h13H,9-12,14H2,1-8H3

Standard InChI Key:  BGUVVBURSPIVTJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   27.1360   -3.5347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1332   -2.7121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4246   -2.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7183   -3.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.0104   -3.9437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   28.5514   -3.5325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8363   -1.4836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.3539   -3.9155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   19.3592   -2.2754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3630   -1.4582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7814   -1.4657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   22.1918   -2.2934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   26.4214   -1.4896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7121   -1.0838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  5 10  1  0
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  2 12  1  0
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  9 15  1  0
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 20 21  1  0
 21 22  2  0
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 22 28  1  0
 28 29  1  0
 21 30  1  0
 30 31  1  0
 20 32  1  0
 32 33  1  0
  4 34  1  0
 34 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4759158

   ---

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: 489.57

Molecular Weight (Monoisotopic): 489.2363

AlogP: 3.69

#Rotatable Bonds: 11

Polar Surface Area: 84.92

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.53

CX LogP: 2.83

CX LogD: 2.78

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.44

Np Likeness Score: 0.29

References

1. Xie XY,Li YY,Ma WH,Chen AF,Sun YT,Lee JY,Riad A,Xu DH,Mach RH,Huang YS.  (2021)  Synthesis, binding, and functional properties of tetrahydroisoquinolino-2-alkyl phenones as selective σR/TMEM97 ligands.,  209  [PMID:33049607] [10.1016/j.ejmech.2020.112906]

Source

Source(1):

• Scientific Literature