N-(4-nitrobenzyl)-tabernaemontanine

ID: ALA4755732

PubChem CID: 162655855

Max Phase: Preclinical

Molecular Formula: C28H31N3O5

Molecular Weight: 489.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[C@@H]1CN(C)[C@H]2Cc3c(n(Cc4ccc([N+](=O)[O-])cc4)c4ccccc34)C(=O)C[C@H]1C2C(=O)OC

Standard InChI:  InChI=1S/C28H31N3O5/c1-4-18-16-29(2)24-13-22-20-7-5-6-8-23(20)30(15-17-9-11-19(12-10-17)31(34)35)27(22)25(32)14-21(18)26(24)28(33)36-3/h5-12,18,21,24,26H,4,13-16H2,1-3H3/t18-,21-,24+,26?/m1/s1

Standard InChI Key:  QCTOPGAOBRPRBQ-PWPNFUGASA-N

Molfile:  

 
     RDKit          2D

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M  CHG  2  36   1  38  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4755732

   ---

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): 489.2264

AlogP: 4.47

#Rotatable Bonds: 5

Polar Surface Area: 94.68

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.58

CX LogP: 4.55

CX LogD: 4.15

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.30

Np Likeness Score: 0.21

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