ethyl (1'S,2'R,3S,7a'R)-5''-(4-nitrobenzylidene)-1'-(4-nitrophenyl)-2,4''-dioxo-5',6',7',7a'-tetrahydro-1'H-dispiro[indoline-3,3'-pyrrolizine-2',3''-piperidine]-1''-carboxylate

ID: ALA5284628

Chembl Id: CHEMBL5284628

Max Phase: Preclinical

Molecular Formula: C34H31N5O8

Molecular Weight: 637.65

Names and Identifiers

Canonical SMILES:  CCOC(=O)N1C/C(=C\c2ccc([N+](=O)[O-])cc2)C(=O)[C@@]2(C1)[C@H](c1ccc([N+](=O)[O-])cc1)[C@H]1CCCN1[C@]21C(=O)Nc2ccccc21

Standard InChI:  InChI=1S/C34H31N5O8/c1-2-47-32(42)36-19-23(18-21-9-13-24(14-10-21)38(43)44)30(40)33(20-36)29(22-11-15-25(16-12-22)39(45)46)28-8-5-17-37(28)34(33)26-6-3-4-7-27(26)35-31(34)41/h3-4,6-7,9-16,18,28-29H,2,5,8,17,19-20H2,1H3,(H,35,41)/b23-18+/t28-,29-,33-,34-/m1/s1

Standard InChI Key:  FOSXFMHHWAIBIX-AKXKYMGJSA-N

Alternative Forms

1. Parent:

   

   ALA5284628

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 637.65

Molecular Weight (Monoisotopic): 637.2173

AlogP: 5.02

#Rotatable Bonds: 5

Polar Surface Area: 165.23

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.49

CX Basic pKa: 7.33

CX LogP: 5.28

CX LogD: 5.01

Aromatic Rings: 3

Heavy Atoms: 47

QED Weighted: 0.23

Np Likeness Score: -0.07

References

1. Brandão P, Marques C, Burke AJ, Pineiro M..  (2021)  The application of isatin-based multicomponent-reactions in the quest for new bioactive and druglike molecules.,  211  [PMID:33421712] [10.1016/j.ejmech.2020.113102]

Source

Source(1):

• Scientific Literature