6-Oxo-6-[N'-(2-phenoxy-acetyl)-hydrazino]-hexanoic acid N'-(2-phenoxy-acetyl)-hydrazide

ID: ALA195258

PubChem CID: 3113773

Max Phase: Preclinical

Molecular Formula: C22H26N4O6

Molecular Weight: 442.47

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C22H26N4O6/c27-19(23-25-21(29)15-31-17-9-3-1-4-10-17)13-7-8-14-20(28)24-26-22(30)16-32-18-11-5-2-6-12-18/h1-6,9-12H,7-8,13-16H2,(H,23,27)(H,24,28)(H,25,29)(H,26,30)

Standard InChI Key:  JRJOEGZZOWPWDI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 33  0  0  0  0  0  0  0  0999 V2000
    0.5667   -0.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4292   -0.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7167   -0.6667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2875   -0.2792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7167   -0.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2917   -0.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0042   -0.6917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0042   -0.2542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5667   -1.5167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4375    0.5708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7125    0.5458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2875   -1.4917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1458   -0.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1500   -0.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8583   -0.6917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8625   -0.2542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5708   -0.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5792   -0.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5750   -0.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4292   -0.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5708    0.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2833   -0.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2875   -0.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5750   -1.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1417   -0.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8625   -0.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2875   -1.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2833    0.9583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9958   -0.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0042   -0.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9958    0.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0042   -1.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  8  1  0
  4  1  1  0
  5  7  1  0
  6 19  1  0
  7  4  1  0
  8  6  1  0
  9  1  2  0
 10  2  2  0
 11  5  2  0
 12  6  2  0
 13  1  1  0
 14  2  1  0
 15 13  1  0
 16 14  1  0
 17 15  1  0
 18 16  1  0
 19 26  1  0
 20  5  1  0
 21 17  1  0
 22 17  2  0
 23 18  2  0
 24 18  1  0
 25 20  1  0
 26 25  1  0
 27 24  2  0
 28 21  2  0
 29 22  1  0
 30 23  1  0
 31 29  2  0
 32 27  1  0
 31 28  1  0
 32 30  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA195258

   N'1,N'6-bis(phenoxyacetyl)hexanedihydrazide

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: 442.47

Molecular Weight (Monoisotopic): 442.1852

AlogP: 1.00

#Rotatable Bonds: 11

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: 9.90

CX Basic pKa: ┄

CX LogP: 0.73

CX LogD: 0.73

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.30

Np Likeness Score: -0.77

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+]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays