1'-trans-azodyrecin A

ID: ALA4741298

PubChem CID: 156580991

Max Phase: Preclinical

Molecular Formula: C18H34N2O3

Molecular Weight: 326.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H](C)/N=[N+]([O-])/C=C/CCCCCCCCCC(C)C

Standard InChI:  InChI=1S/C18H34N2O3/c1-16(2)14-12-10-8-6-5-7-9-11-13-15-20(22)19-17(3)18(21)23-4/h13,15-17H,5-12,14H2,1-4H3/b15-13+,20-19-/t17-/m0/s1

Standard InChI Key:  SLGRVNFOKARIBY-UWZRELFNSA-N

Molfile:  

 
     RDKit          2D

 23 22  0  0  0  0  0  0  0  0999 V2000
   26.0139   -5.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3062   -5.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5985   -5.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8908   -5.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1831   -5.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4753   -5.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7676   -5.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0599   -5.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3522   -5.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6445   -5.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9368   -5.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7058   -5.1480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4283   -5.5298    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1202   -5.0950    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.4589   -6.3464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8427   -5.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5346   -5.0420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8733   -6.2934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2572   -5.4238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5040   -4.2254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9491   -4.9890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2291   -5.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9368   -6.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  6
 17 19  1  0
 17 20  2  0
 19 21  1  0
 12  1  2  0
 11 22  1  0
 11 23  1  0
M  CHG  2  13   1  15  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4741298

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 326.48

Molecular Weight (Monoisotopic): 326.2569

AlogP: 5.19

#Rotatable Bonds: 13

Polar Surface Area: 64.73

Molecular Species: ACID

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.06

CX Basic pKa: ┄

CX LogP: 3.58

CX LogD: 5.61

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.15

Np Likeness Score: 1.02

References

1. Wibowo M,Gotfredsen CH,Sassetti E,Melchiorsen J,Clausen MH,Gram L,Ding L.  (2020)  Azodyrecins A-C: Azoxides from a Soil-Derived Streptomyces Species.,  83  (12): [PMID:33216557] [10.1021/acs.jnatprod.0c00339]

Source

Source(1):

• Scientific Literature