2-(7-(3-hydroxyphenylamino)-4-nitrobenzo[c][1,2,5]oxadiazol-5-ylamino)-5-nitrophenol

ID: ALA523351

Chembl Id: CHEMBL523351

PubChem CID: 3750472

Max Phase: Preclinical

Molecular Formula: C18H12N6O7

Molecular Weight: 424.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(Nc2cc(Nc3cccc(O)c3)c3nonc3c2[N+](=O)[O-])c(O)c1

Standard InChI:  InChI=1S/C18H12N6O7/c25-11-3-1-2-9(6-11)19-13-8-14(18(24(29)30)17-16(13)21-31-22-17)20-12-5-4-10(23(27)28)7-15(12)26/h1-8,19-20,25-26H

Standard InChI Key:  HFBWRVRWOWDQHQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA523351

   2-({7-[(3-Hydroxyphenyl)amino]-4-nitro-2,1,3-benzoxadiazol-5-yl}amino)-5-nitrophenol

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: 424.33

Molecular Weight (Monoisotopic): 424.0767

AlogP: 3.94

#Rotatable Bonds: 6

Polar Surface Area: 189.72

Molecular Species: NEUTRAL

HBA: 11

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.11

CX Basic pKa: ┄

CX LogP: 4.78

CX LogD: 4.70

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.20

Np Likeness Score: -1.10

References

1. Cho Y, Ioerger TR, Sacchettini JC..  (2008)  Discovery of novel nitrobenzothiazole inhibitors for Mycobacterium tuberculosis ATP phosphoribosyl transferase (HisG) through virtual screening.,  51  (19): [PMID:18778048] [10.1021/jm800328v]

Source

Source(1):

• Scientific Literature