N-propyl-tabernaemontanine

ID: ALA4759750

PubChem CID: 162657488

Max Phase: Preclinical

Molecular Formula: C24H32N2O3

Molecular Weight: 396.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCn1c2c(c3ccccc31)C[C@H]1C(C(=O)OC)[C@H](CC2=O)[C@H](CC)CN1C

Standard InChI:  InChI=1S/C24H32N2O3/c1-5-11-26-19-10-8-7-9-16(19)18-12-20-22(24(28)29-4)17(13-21(27)23(18)26)15(6-2)14-25(20)3/h7-10,15,17,20,22H,5-6,11-14H2,1-4H3/t15-,17-,20+,22?/m1/s1

Standard InChI Key:  GZRUVQFQFGIENO-LBXXQKFWSA-N

Molfile:  

 
     RDKit          2D

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   34.0626   -0.8613    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   36.6841   -2.8435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1692   -3.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4759750

   ---

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: 396.53

Molecular Weight (Monoisotopic): 396.2413

AlogP: 3.93

#Rotatable Bonds: 4

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: 3.76

CX LogD: 3.36

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.74

Np Likeness Score: 0.68

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