N'-(4-hydroxy-3-nitrobenzoyl)-3-o-tolylfuran-2-carbohydrazide

ID: ALA3326179

PubChem CID: 118711431

Max Phase: Preclinical

Molecular Formula: C19H15N3O6

Molecular Weight: 381.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccccc1-c1ccoc1C(=O)NNC(=O)c1ccc(O)c([N+](=O)[O-])c1

Standard InChI:  InChI=1S/C19H15N3O6/c1-11-4-2-3-5-13(11)14-8-9-28-17(14)19(25)21-20-18(24)12-6-7-16(23)15(10-12)22(26)27/h2-10,23H,1H3,(H,20,24)(H,21,25)

Standard InChI Key:  KFIDPWUGCZSNQL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
    5.6127   -1.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8664   -0.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3191   -1.3543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7272   -2.0624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5266   -1.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1319   -2.4388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9599   -3.2388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5660   -3.7858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3443   -3.5340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5131   -2.7301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9057   -2.1866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3943   -2.8087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5815   -2.8935    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8742   -3.4701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2486   -3.6398    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4358   -3.7247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1029   -4.4710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9560   -3.0632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2897   -4.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9568   -5.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4368   -5.9588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2536   -5.8709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5827   -5.1252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1049   -6.7055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1466   -5.3827    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1860   -6.1294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3418   -4.7260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0740   -1.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  5  6  1  0
  4 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 17  1  0
 21 24  1  0
 20 25  1  0
 25 26  2  0
 25 27  1  0
 11 28  1  0
M  CHG  2  25   1  27  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3326179

   ---

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: 381.34

Molecular Weight (Monoisotopic): 381.0961

AlogP: 2.94

#Rotatable Bonds: 4

Polar Surface Area: 134.71

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.75

CX Basic pKa: ┄

CX LogP: 2.95

CX LogD: 1.13

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.47

Np Likeness Score: -1.12

References

1. Hasegawa F, Niidome K, Migihashi C, Murata M, Negoro T, Matsumoto T, Kato K, Fujii A..  (2014)  Discovery of furan-2-carbohydrazides as orally active glucagon receptor antagonists.,  24  (17): [PMID:25127101] [10.1016/j.bmcl.2014.07.025]

Source

Source(1):

• Scientific Literature