1-(2-(4-carboxybutyl)phenyl)-2-(2-(6-carboxyhexyl)phenyl)diazene 1-oxide

ID: ALA5267899

Max Phase: Preclinical

Molecular Formula: C24H30N2O5

Molecular Weight: 426.51

Names and Identifiers

Canonical SMILES:  O=C(O)CCCCCCc1ccccc1/N=[N+](\[O-])c1ccccc1CCCCC(=O)O

Standard InChI:  InChI=1S/C24H30N2O5/c27-23(28)17-4-2-1-3-11-19-12-5-8-15-21(19)25-26(31)22-16-9-6-13-20(22)14-7-10-18-24(29)30/h5-6,8-9,12-13,15-16H,1-4,7,10-11,14,17-18H2,(H,27,28)(H,29,30)/b26-25-

Standard InChI Key:  FRXCEMLXRZHLPQ-QPLCGJKRSA-N

Molfile:  

 
     RDKit          2D

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   -3.2149    1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9313    1.4392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2149    0.2060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5003   -0.2066    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5003   -1.0317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9296   -0.2066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7857   -1.4446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.2180   -1.4461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7902    1.0303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3536    1.4429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0683    1.0303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7829    1.4429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0711   -1.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3565   -1.4446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3581   -1.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0727   -1.4446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7873   -1.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0683    0.2051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5020   -1.4446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2166   -1.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9313   -1.4446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2166   -0.2068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
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  1  6  1  0
  6  5  2  0
  5  7  1  0
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  8  9  1  0
  7 10  1  0
 11  9  2  0
 12 11  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
  9 15  1  0
  4 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 11 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 20 27  2  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
M  CHG  2   7   1  10  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5267899

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 426.51

Molecular Weight (Monoisotopic): 426.2155

AlogP: 5.99

#Rotatable Bonds: 14

Polar Surface Area: 113.03

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.43

CX Basic pKa: ┄

CX LogP: 4.57

CX LogD: 0.17

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.17

Np Likeness Score: -0.13

References

1. He X, Peng G, Luo J, Huang JP, Yang J, Yan Y, Gu YC, Wang L, Huang SX..  (2023)  O-Alkylazoxymycins A-F, Naturally Occurring Azoxy-Aromatic Compounds from Streptomyces sp. Py50.,  86  (1.0): [PMID:36634313] [10.1021/acs.jnatprod.2c00892]

Source

Source(1):

• Scientific Literature