N-(3-bromophenethyl)-tabernaemontanine

ID: ALA4740919

PubChem CID: 162646481

Max Phase: Preclinical

Molecular Formula: C29H33BrN2O3

Molecular Weight: 537.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[C@@H]1CN(C)[C@H]2Cc3c(n(CCc4cccc(Br)c4)c4ccccc34)C(=O)C[C@H]1C2C(=O)OC

Standard InChI:  InChI=1S/C29H33BrN2O3/c1-4-19-17-31(2)25-15-23-21-10-5-6-11-24(21)32(13-12-18-8-7-9-20(30)14-18)28(23)26(33)16-22(19)27(25)29(34)35-3/h5-11,14,19,22,25,27H,4,12-13,15-17H2,1-3H3/t19-,22-,25+,27?/m1/s1

Standard InChI Key:  HNYVHKSOTGVORG-WSDSZJOHSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4740919

   ---

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: 537.50

Molecular Weight (Monoisotopic): 536.1675

AlogP: 5.52

#Rotatable Bonds: 5

Polar Surface Area: 51.54

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 7.58

CX LogP: 5.66

CX LogD: 5.26

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.40

Np Likeness Score: 0.37

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