4-Dipropylamino-3,5-dinitro-benzamide

ID: ALA310500

Chembl Id: CHEMBL310500

Cas Number: 36317-95-0

PubChem CID: 300481

Max Phase: Preclinical

Molecular Formula: C13H18N4O5

Molecular Weight: 310.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCN(CCC)c1c([N+](=O)[O-])cc(C(N)=O)cc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C13H18N4O5/c1-3-5-15(6-4-2)12-10(16(19)20)7-9(13(14)18)8-11(12)17(21)22/h7-8H,3-6H2,1-2H3,(H2,14,18)

Standard InChI Key:  XFDXNBOTTKUHKE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA310500

   4-(Dipropylamino)-3,5-dinitrobenzamide

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: 310.31

Molecular Weight (Monoisotopic): 310.1277

AlogP: 2.23

#Rotatable Bonds: 8

Polar Surface Area: 132.61

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.74

CX Basic pKa: ┄

CX LogP: 2.57

CX LogD: 2.57

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.58

Np Likeness Score: -1.13

References

1. Bhattacharya G, Salem MM, Werbovetz KA..  (2002)  Antileishmanial dinitroaniline sulfonamides with activity against parasite tubulin.,  12  (17): [PMID:12161141] [10.1016/s0960-894x(02)00465-1]

2. Goodarzi M, da Cunha EF, Freitas MP, Ramalho TC..  (2010)  QSAR and docking studies of novel antileishmanial diaryl sulfides and sulfonamides.,  45  (11): [PMID:20728249] [10.1016/j.ejmech.2010.07.060]

3. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays