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

ID: ALA108163

Chembl Id: CHEMBL108163

Cas Number: 142744-27-2

PubChem CID: 3072513

Max Phase: Preclinical

Molecular Formula: C22H25N5O5S

Molecular Weight: 471.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)Cc1ccc(CSCCNc2cc(Nc3ccccc3)c([N+](=O)[O-])cc2[N+](=O)[O-])o1

Standard InChI:  InChI=1S/C22H25N5O5S/c1-25(2)14-17-8-9-18(32-17)15-33-11-10-23-19-12-20(24-16-6-4-3-5-7-16)22(27(30)31)13-21(19)26(28)29/h3-9,12-13,23-24H,10-11,14-15H2,1-2H3

Standard InChI Key:  GXKOKBLWYHLOTL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA108163

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

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: 471.54

Molecular Weight (Monoisotopic): 471.1576

AlogP: 5.25

#Rotatable Bonds: 12

Polar Surface Area: 126.72

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.33

CX Basic pKa: 7.80

CX LogP: 5.89

CX LogD: 5.35

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.21

Np Likeness Score: -1.48

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