N'-(4-hydroxy-3-methoxybenzoyl)-3,4-diphenylfuran-2-carbohydrazide

ID: ALA3326176

PubChem CID: 68862226

Max Phase: Preclinical

Molecular Formula: C25H20N2O5

Molecular Weight: 428.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C(=O)NNC(=O)c2occ(-c3ccccc3)c2-c2ccccc2)ccc1O

Standard InChI:  InChI=1S/C25H20N2O5/c1-31-21-14-18(12-13-20(21)28)24(29)26-27-25(30)23-22(17-10-6-3-7-11-17)19(15-32-23)16-8-4-2-5-9-16/h2-15,28H,1H3,(H,26,29)(H,27,30)

Standard InChI Key:  WRJKILCSUXIMOP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   20.8122  -24.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8111  -25.1041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5191  -25.5131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2288  -25.1036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2259  -24.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5173  -23.8757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1034  -25.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3571  -25.1765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8098  -25.7833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2179  -26.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0173  -26.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6226  -26.8679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4506  -27.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0567  -28.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8350  -27.9631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0038  -27.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3964  -26.6157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8850  -27.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0722  -27.3226    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3649  -27.8992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7393  -28.0689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9265  -28.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5936  -28.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4467  -27.4923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7804  -28.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4475  -29.7254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9275  -30.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7443  -30.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0734  -29.5543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5956  -31.1346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6347  -29.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1552  -29.1482    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  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11  7  1  0
  2  7  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 11 12  1  0
 10 18  1  0
 18 19  1  0
 18 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 23 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 23  1  0
 27 30  1  0
 26 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3326176

   3,4-Diphenyl-2-furancarboxylic acid 2-(4-hydroxy-3-methoxybenzoyl)hydrazide

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: 428.44

Molecular Weight (Monoisotopic): 428.1372

AlogP: 4.40

#Rotatable Bonds: 5

Polar Surface Area: 100.80

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.53

CX Basic pKa: ┄

CX LogP: 3.98

CX LogD: 3.77

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.41

Np Likeness Score: -0.23

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