N-(pyridin-2-ylmethyl)-tabernaemontanine

ID: ALA4759715

PubChem CID: 162658797

Max Phase: Preclinical

Molecular Formula: C27H31N3O3

Molecular Weight: 445.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[C@@H]1CN(C)[C@H]2Cc3c(n(Cc4ccccn4)c4ccccc34)C(=O)C[C@H]1C2C(=O)OC

Standard InChI:  InChI=1S/C27H31N3O3/c1-4-17-15-29(2)23-13-21-19-10-5-6-11-22(19)30(16-18-9-7-8-12-28-18)26(21)24(31)14-20(17)25(23)27(32)33-3/h5-12,17,20,23,25H,4,13-16H2,1-3H3/t17-,20-,23+,25?/m1/s1

Standard InChI Key:  JEHBKOIRIJWMFO-BIZSKIPPSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4759715

   ---

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: 445.56

Molecular Weight (Monoisotopic): 445.2365

AlogP: 3.96

#Rotatable Bonds: 4

Polar Surface Area: 64.43

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.57

CX LogP: 3.47

CX LogD: 3.07

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.57

Np Likeness Score: 0.22

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