7-Oxo-7-[N'-(2-phenoxy-acetyl)-hydrazino]-heptanoic acid N'-(2-phenoxy-acetyl)-hydrazide

ID: ALA371823

PubChem CID: 11487891

Max Phase: Preclinical

Molecular Formula: C23H28N4O6

Molecular Weight: 456.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCCCCC(=O)NNC(=O)COc1ccccc1)NNC(=O)COc1ccccc1

Standard InChI:  InChI=1S/C23H28N4O6/c28-20(24-26-22(30)16-32-18-10-4-1-5-11-18)14-8-3-9-15-21(29)25-27-23(31)17-33-19-12-6-2-7-13-19/h1-2,4-7,10-13H,3,8-9,14-17H2,(H,24,28)(H,25,29)(H,26,30)(H,27,31)

Standard InChI Key:  XHANEBRMODXIFB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 34  0  0  0  0  0  0  0  0999 V2000
    8.4000   -2.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1750   -2.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6875   -2.0792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417   -2.1042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2542   -2.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9667   -2.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2542   -2.5167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9667   -2.4917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1833   -3.3417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4042   -3.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2500   -1.2542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9667   -1.2792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1167   -2.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8875   -2.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6000   -2.5167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8292   -2.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5417   -2.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3208   -2.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6875   -2.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5417   -2.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2542   -2.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5417   -1.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0250   -2.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3125   -1.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8292   -2.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4000   -2.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1167   -2.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9667   -2.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2500   -0.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7458   -2.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0250   -0.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7458   -1.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9667   -1.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  1  0
  3  1  1  0
  4  7  1  0
  5  8  1  0
  6 19  1  0
  7  6  1  0
  8  3  1  0
  9  2  2  0
 10  1  2  0
 11  5  2  0
 12  6  2  0
 13  1  1  0
 14  2  1  0
 15 14  1  0
 16 13  1  0
 17 16  1  0
 18 15  1  0
 19 26  1  0
 20  5  1  0
 21 17  2  0
 22 17  1  0
 23 18  2  0
 24 18  1  0
 25 20  1  0
 26 27  1  0
 27 25  1  0
 28 21  1  0
 29 22  2  0
 30 23  1  0
 31 24  2  0
 32 31  1  0
 33 29  1  0
 33 28  2  0
 32 30  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA371823

   1-N',7-N'-bis(2-phenoxyacetyl)heptanedihydrazide

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: 456.50

Molecular Weight (Monoisotopic): 456.2009

AlogP: 1.39

#Rotatable Bonds: 12

Polar Surface Area: 134.86

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.97

CX Basic pKa: ┄

CX LogP: 1.18

CX LogD: 1.18

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.28

Np Likeness Score: -0.71

References

1. García MA, Martín-Santamaría S, Cacho M, de la Llave FM, Julián M, Martínez A, de Pascual-Teresa B, Ramos A..  (2005)  Synthesis, biological evaluation, and three-dimensional quantitative structure-activity relationship study of small-molecule positive modulators of adrenomedullin.,  48  (12): [PMID:15943480] [10.1021/jm050021+]

Source

Source(1):

• Scientific Literature