21-m-Nitrobenzylidene digoxin

ID: ALA3594280

Chembl Id: CHEMBL3594280

PubChem CID: 122182551

Max Phase: Preclinical

Molecular Formula: C48H67NO16

Molecular Weight: 914.05

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H]1O[C@@H](O[C@H]2[C@@H](O)C[C@H](O[C@H]3[C@@H](O)C[C@H](O[C@H]4CC[C@@]5(C)[C@H](CC[C@@H]6[C@@H]5C[C@@H](O)[C@]5(C)[C@@H](C7=CC(=O)O/C7=C\c7cccc([N+](=O)[O-])c7)CC[C@]65O)C4)O[C@@H]3C)O[C@@H]2C)C[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C48H67NO16/c1-23-43(55)34(50)20-41(59-23)64-45-25(3)61-42(22-36(45)52)65-44-24(2)60-40(21-35(44)51)62-29-11-13-46(4)27(17-29)9-10-32-33(46)19-38(53)47(5)31(12-14-48(32,47)56)30-18-39(54)63-37(30)16-26-7-6-8-28(15-26)49(57)58/h6-8,15-16,18,23-25,27,29,31-36,38,40-45,50-53,55-56H,9-14,17,19-22H2,1-5H3/b37-16-/t23-,24-,25-,27-,29+,31-,32-,33+,34+,35+,36+,38-,40+,41+,42+,43-,44-,45-,46+,47+,48+/m1/s1

Standard InChI Key:  CHHJGGLFTSGUPZ-REODVXNFSA-N

Alternative Forms

1. Parent:

   

   ALA3594280

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 914.05

Molecular Weight (Monoisotopic): 913.4460

AlogP: 4.17

#Rotatable Bonds: 9

Polar Surface Area: 246.20

Molecular Species: NEUTRAL

HBA: 16

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.98

CX Basic pKa: ┄

CX LogP: 4.13

CX LogD: 4.13

Aromatic Rings: 1

Heavy Atoms: 65

QED Weighted: 0.09

Np Likeness Score: 1.56

References

1. Alves SL, Paixão N, Ferreira LG, Santos FR, Neves LD, Oliveira GC, Cortes VF, Salomé KS, Barison A, Santos FV, Cenzi G, Varotti FP, Oliveira SM, Taranto AG, Comar M, Silva LM, Noël F, Quintas LE, Barbosa LA, Villar JA..  (2015)  γ-Benzylidene digoxin derivatives synthesis and molecular modeling: Evaluation of anticancer and the Na,K-ATPase activity effect.,  23  (15): [PMID:26122772] [10.1016/j.bmc.2015.06.028]

Source

Source(1):

• Scientific Literature