2'-amino-1'-benzyl-6'-(benzylamino)-5,5'-dinitro-2-oxo-1'H-spiro[indoline-3,4'-pyridine]-3'-carbonitrile

ID: ALA3765476

Chembl Id: CHEMBL3765476

PubChem CID: 127025350

Max Phase: Preclinical

Molecular Formula: C27H21N7O5

Molecular Weight: 523.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#CC1=C(N)N(Cc2ccccc2)C(NCc2ccccc2)=C([N+](=O)[O-])C12C(=O)Nc1ccc([N+](=O)[O-])cc12

Standard InChI:  InChI=1S/C27H21N7O5/c28-14-21-24(29)32(16-18-9-5-2-6-10-18)25(30-15-17-7-3-1-4-8-17)23(34(38)39)27(21)20-13-19(33(36)37)11-12-22(20)31-26(27)35/h1-13,30H,15-16,29H2,(H,31,35)

Standard InChI Key:  SNTKDGFVGSABKO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3765476

   ---

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: 523.51

Molecular Weight (Monoisotopic): 523.1604

AlogP: 3.23

#Rotatable Bonds: 7

Polar Surface Area: 180.46

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.83

CX Basic pKa: 0.18

CX LogP: 3.55

CX LogD: 3.55

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.31

Np Likeness Score: -0.93

References

1. Maryamabadi A, Hasaninejad A, Nowrouzi N, Mohebbi G, Asghari B..  (2016)  Application of PEG-400 as a green biodegradable polymeric medium for the catalyst-free synthesis of spiro-dihydropyridines and their use as acetyl and butyrylcholinesterase inhibitors.,  24  (6): [PMID:26879857] [10.1016/j.bmc.2016.02.019]

Source

Source(1):

• Scientific Literature