Triacsin C

ID: ALA1952387

Cas Number: 76896-80-5

PubChem CID: 9576787

Product Number: T26835, Order Now?

Max Phase: Preclinical

Molecular Formula: C11H17N3O

Molecular Weight: 207.28

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Triacsin C | triacsin c|76896-80-5|WS 1228A|1-Hydroxy-3-(2',4',7'-undecatrienylidine)triazene|WS-1228A|Triacsin C from Streptomyces sp.|FR 900190|6M6D4602I5|2,4,7-Undecatrienal, nitrosohydrazone, (2E,4E,7E)-|2,4,7-Undecatrienal nitrosohydrazone|UNII-6M6D4602I5|2,4,7-Undecatrienal, nitrosohydrazone, (E,E,E)-|WS 1228A;FR 900190|Triacsin C, lyophilized|(2E,4E,7E)-2,4,7-Undecatrienal nitrosohydrazone|N-(undeca-2,4,7-trienylideneamino)nitrous amide|Triacsin C Solution in DMSO|2,4,7-Undecatrienal, nitShow More⌵

Canonical SMILES:  CCC/C=C/C/C=C/C=C/C=N/NN=O

Standard InChI:  InChI=1S/C11H17N3O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15/h4-5,7-11H,2-3,6H2,1H3,(H,13,15)/b5-4+,8-7+,10-9+,12-11+

Standard InChI Key:  NKTGCVUIESDXPU-YLEPRARLSA-N

Molfile:  

     RDKit          2D

 15 14  0  0  0  0  0  0  0  0999 V2000
   -4.7265   -5.0354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0125   -4.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2985   -5.0354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5845   -4.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8706   -5.0354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1566   -4.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4426   -5.0354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2714   -4.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9853   -5.0354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6993   -4.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4133   -5.0354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1273   -4.6221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8412   -5.0354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5552   -4.6221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2692   -5.0354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  2  0
  8  9  1  0
  4  5  2  0
  9 10  2  0
  2  3  1  0
 10 11  1  0
  5  6  1  0
 11 12  2  0
  1  2  1  0
 12 13  1  0
  6  7  1  0
 13 14  1  0
  3  4  1  0
 14 15  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1952387

   Triacsin C from Streptomyces sp.

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: 207.28

Molecular Weight (Monoisotopic): 207.1372

AlogP: 3.10

#Rotatable Bonds: 8

Polar Surface Area: 53.82

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.89

CX Basic pKa: 1.18

CX LogP: 3.19

CX LogD: 3.15

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.22

Np Likeness Score: 1.14

References

1. Kim Y, George D, Prior AM, Prasain K, Hao S, Le DD, Hua DH, Chang KO..  (2012)  Novel triacsin C analogs as potential antivirals against rotavirus infections.,  50  [PMID:22365411] [10.1016/j.ejmech.2012.02.010]

2. Prior AM, Zhang M, Blakeman N, Datta P, Pham H, Chen Q, Young LH, Weis MT, Hua DH..  (2014)  Inhibition of long chain fatty acyl-CoA synthetase (ACSL) and ischemia reperfusion injury.,  24  (4): [PMID:24480468] [10.1016/j.bmcl.2014.01.016]

Source

Source(1):

• Scientific Literature