N-ethyl-dregamine

ID: ALA4763349

PubChem CID: 162659924

Max Phase: Preclinical

Molecular Formula: C23H30N2O3

Molecular Weight: 382.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[C@H]1CN(C)[C@H]2Cc3c(n(CC)c4ccccc34)C(=O)C[C@H]1C2C(=O)OC

Standard InChI:  InChI=1S/C23H30N2O3/c1-5-14-13-24(3)19-11-17-15-9-7-8-10-18(15)25(6-2)22(17)20(26)12-16(14)21(19)23(27)28-4/h7-10,14,16,19,21H,5-6,11-13H2,1-4H3/t14-,16+,19-,21?/m0/s1

Standard InChI Key:  YIEYHNJRSCNXSO-SXRGTPKPSA-N

Molfile:  

 
     RDKit          2D

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   22.9479   -3.5428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.6590   -2.3060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3725   -2.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3728   -3.5428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1610   -3.7987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1626   -2.4594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6519   -3.1266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4914   -1.7026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8049   -2.2813    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   27.7772   -3.6166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1121   -2.8601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6248   -2.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0505   -3.7482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   28.2612   -4.2819    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   28.3900   -0.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1847   -0.5412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1771    0.4665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7665    0.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3194   -1.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8082   -0.9101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3122   -0.7937    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   28.9302   -2.7732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4146   -3.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4144   -4.5815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8632   -5.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  4  1  1  0
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  9 12  1  0
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 15 16  1  0
 12 17  2  0
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 14 19  1  6
 25 20  1  0
 20 21  1  0
 20 22  2  0
 21 23  1  0
 14 25  1  0
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 24 26  1  6
 15 27  1  6
 27 28  1  0
  7 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4763349

   ---

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: 382.50

Molecular Weight (Monoisotopic): 382.2256

AlogP: 3.54

#Rotatable Bonds: 3

Polar Surface Area: 51.54

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.58

CX LogP: 3.24

CX LogD: 2.84

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.76

Np Likeness Score: 0.75

References

1. Cardoso DSP,Kincses A,Nové M,Spengler G,Mulhovo S,Aires-de-Sousa J,Dos Santos DJVA,Ferreira MU.  (2021)  Alkylated monoterpene indole alkaloid derivatives as potent P-glycoprotein inhibitors in resistant cancer cells.,  210  [PMID:33189435] [10.1016/j.ejmech.2020.112985]

Source

Source(1):

• Scientific Literature