N-[2-(5-Dimethylaminomethyl-furan-2-ylmethylsulfanyl)-ethyl]-4,6-dinitro-N'-pyridin-2-ylmethyl-benzene-1,3-diamine

ID: ALA106344

Chembl Id: CHEMBL106344

Cas Number: 142761-43-1

PubChem CID: 3072518

Max Phase: Preclinical

Molecular Formula: C22H26N6O5S

Molecular Weight: 486.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)Cc1ccc(CSCCNc2cc(NCc3ccccn3)c([N+](=O)[O-])cc2[N+](=O)[O-])o1

Standard InChI:  InChI=1S/C22H26N6O5S/c1-26(2)14-17-6-7-18(33-17)15-34-10-9-24-19-11-20(25-13-16-5-3-4-8-23-16)22(28(31)32)12-21(19)27(29)30/h3-8,11-12,24-25H,9-10,13-15H2,1-2H3

Standard InChI Key:  IBNAPGSCYPCZRO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA106344

   1,3-Benzenediamine, N-(2-(((5-((dimethylamino)methyl)-2-furanyl)methyl)thio)ethyl)-4,6-dinitro-N'-(2-pyridinylmethyl)-

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: 486.55

Molecular Weight (Monoisotopic): 486.1685

AlogP: 4.51

#Rotatable Bonds: 13

Polar Surface Area: 139.61

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.97

CX Basic pKa: 7.80

CX LogP: 3.87

CX LogD: 3.32

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.20

Np Likeness Score: -1.81

References

1. Valli MJ, Tang Y, Kosh JW, Chapman JM, Sowell JW..  (1992)  Synthesis and cholinergic properties of N-aryl-2-[[[5-[(dimethylamino)methyl]-2-furanyl]methyl]thio]ethylamino analogs of ranitidine.,  35  (17): [PMID:1507203] [10.1021/jm00095a008]

Source

Source(1):

• Scientific Literature