NP-MRD: Showing NP-Card for 3',4,11-trihydroxy-2,3',9-trimethyl-4',12-dioxo-19-thia-3,20-diazaspiro[bicyclo[15.2.1]icosane-6,2'-[1,5]dithiolane]-1(20),3,9,13,15,17-hexaen-1'-ium-1'-olate (NP0285542)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-09 13:45:23 UTC

Updated at

2022-09-09 13:45:23 UTC

NP-MRD ID

NP0285542

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3',4,11-trihydroxy-2,3',9-trimethyl-4',12-dioxo-19-thia-3,20-diazaspiro[bicyclo[15.2.1]icosane-6,2'-[1,5]dithiolane]-1(20),3,9,13,15,17-hexaen-1'-ium-1'-olate

Description

AC1L2V4W belongs to the class of organic compounds known as 1,2-dithiolanes. These are organic compounds containing a 1,2-dithiolane ring. 1,2-Dithiolane moiety is a 5-membered saturated aliphatic ring with three carbon atoms, and two sulfur atoms at the 1- and 2- ring positions. AC1L2V4W is a moderately basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251506392D          

 33 35  0  0  0  0            999 V2000
    3.1447    0.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2773   -0.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0488   -1.0480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6877   -0.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5551    0.2882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4591   -0.8184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5917   -1.6327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9528   -2.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0854   -2.9689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4465   -3.4908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5790   -4.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9401   -4.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0727   -5.6414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1687   -4.5347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0361   -3.7205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5298   -5.0567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7583   -4.7644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257   -3.9501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2646   -3.4281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1321   -2.6138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4887   -2.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7810   -1.3260    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6384   -1.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7710   -2.0919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6750   -3.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2817   -1.1804    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.3213   -0.3563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9250   -1.6968    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.6327   -2.4683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0850   -3.1582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8087   -2.4286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6746   -3.2427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3696   -3.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  4  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 16 14  1  4  0  0  0
 16 17  2  0  0  0  0
 18 17  1  4  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  2 23  1  0  0  0  0
 23 24  2  0  0  0  0
 20 24  1  0  0  0  0
 10 25  1  0  0  0  0
  7 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
  7 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
M  END

     RDKit          3D

 59 61  0  0  0  0  0  0  0  0999 V2000
   -2.0666   -4.0450    0.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8884   -3.1802    0.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2920   -3.5400    0.4361 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5879   -3.5055   -0.2764 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2532   -4.7160   -0.2647 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4815   -2.3897    0.2066 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4077   -2.7430    1.0059 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3586   -1.0063   -0.1619 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4797   -0.4166   -1.3330 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7049   -0.1344   -2.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6669    0.7032   -1.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3701    1.8863   -0.7951 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1918    2.8787   -0.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1023    3.8206    0.6165 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6761    2.9169    0.3435 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1156    1.9655   -0.4278 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2180    2.9830    0.7584 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8854    4.3923    1.1806 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3212    2.6106   -0.2928 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5233    1.4797   -0.3639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9105    1.1484   -1.5417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9821    0.6768    0.7543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1950   -0.1260    0.6350 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3520   -1.1650   -0.3760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2202   -1.9905   -0.8095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3296   -0.9821    2.2649 S   0  0  0  0  0  4  0  0  0  0  0  0
   -2.0370    0.0127    3.3796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4703   -1.1601    2.1961 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6215   -0.1823    0.6697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5062   -0.2952   -0.1505 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4400    0.7261    0.7118 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5950    1.7225   -0.3859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4304    1.4333    1.9235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8662   -5.1189    0.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9417   -3.8641   -0.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3221   -3.8543    1.4577 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3388   -3.9270    1.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3775   -3.2602   -1.3405 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0022   -5.2464   -1.0635 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1017   -0.3331    0.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5267   -0.0789   -1.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8184   -0.6647   -3.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6630    0.5268   -2.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2726    2.9769   -0.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1354    2.3028    1.6282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2213    4.4992    1.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3165    5.0726    0.4190 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2578    4.6279    2.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2922    3.2786   -1.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1365    0.0735    1.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1848    1.4137    1.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8639   -0.7348   -1.2962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1537   -1.8753    0.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4838   -2.4282   -1.8295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2872   -1.4412   -0.9918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6458    1.2791   -1.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6229    2.1735   -0.2357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9100    2.5831   -0.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0078    2.2407    1.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  1  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 23 22  1  1
 23 24  1  0
 24 25  1  0
 25  2  1  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 23 26  1  0
 26 27  2  0
 26 28  1  1
 28 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  1  0
 31 33  1  1
 15 17  1  0
 31 23  1  0
 16 12  1  0
 18 46  1  0
 18 47  1  0
 18 48  1  0
 17 45  1  1
 19 49  1  0
 22 50  1  0
 22 51  1  0
 24 52  1  0
 24 53  1  0
 25 54  1  0
 25 55  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  4 38  1  6
  5 39  1  0
  8 40  1  0
  9 41  1  0
 10 42  1  0
 11 43  1  0
 13 44  1  0
 32 56  1  0
 32 57  1  0
 32 58  1  0
 33 59  1  0
M  END


  Mrv1533004251506392D          

 33 35  0  0  0  0            999 V2000
    3.1447    0.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2773   -0.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0488   -1.0480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6877   -0.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5551    0.2882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4591   -0.8184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5917   -1.6327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9528   -2.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0854   -2.9689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4465   -3.4908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5790   -4.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9401   -4.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0727   -5.6414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1687   -4.5347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0361   -3.7205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5298   -5.0567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7583   -4.7644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257   -3.9501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2646   -3.4281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1321   -2.6138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4887   -2.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7810   -1.3260    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6384   -1.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7710   -2.0919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6750   -3.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2817   -1.1804    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.3213   -0.3563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9250   -1.6968    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.6327   -2.4683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0850   -3.1582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8087   -2.4286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6746   -3.2427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3696   -3.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  4  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 16 14  1  4  0  0  0
 16 17  2  0  0  0  0
 18 17  1  4  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  2 23  1  0  0  0  0
 23 24  2  0  0  0  0
 20 24  1  0  0  0  0
 10 25  1  0  0  0  0
  7 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
  7 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0285542

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1NC(=O)CC2(CCC(C)=CC(O)C(=O)C=CC=CC3=CSC1=N3)S(=O)SC(=O)C2(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C22H26N2O6S3/c1-13-8-9-22(21(3,29)20(28)32-33(22)30)11-18(27)23-14(2)19-24-15(12-31-19)6-4-5-7-16(25)17(26)10-13/h4-7,10,12,14,17,26,29H,8-9,11H2,1-3H3,(H,23,27)

> <INCHI_KEY>
ZHTRILQJTPJGNK-UHFFFAOYSA-N

> <FORMULA>
C22H26N2O6S3

> <MOLECULAR_WEIGHT>
510.64

> <EXACT_MASS>
510.095300087

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
50.58599882254828

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3',11-dihydroxy-2,3',9-trimethyl-19-thia-3,20-diazaspiro[bicyclo[15.2.1]icosane-6,2'-[1λ⁴,5]dithiolane]-1(20),9,13,15,17-pentaene-1',4,4',12-tetrone

> <ALOGPS_LOGP>
2.00

> <JCHEM_LOGP>
1.8766000000000003

> <ALOGPS_LOGS>
-3.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.063572794292355

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.219334162600713

> <JCHEM_PKA_STRONGEST_BASIC>
1.26191589360429

> <JCHEM_POLAR_SURFACE_AREA>
133.66

> <JCHEM_REFRACTIVITY>
129.81079999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.86e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3',11-dihydroxy-2,3',9-trimethyl-19-thia-3,20-diazaspiro[bicyclo[15.2.1]icosane-6,2'-[1λ⁴,5]dithiolane]-1(20),9,13,15,17-pentaene-1',4,4',12-tetrone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       5.870   0.109   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.118  -1.411   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       7.558  -1.956   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       8.750  -0.982   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       8.503   0.538   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      10.190  -1.528   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.438  -3.048   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.245  -4.022   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.493  -5.542   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.300  -6.516   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.548  -8.036   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.355  -9.011   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       7.602 -10.531   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       5.915  -8.465   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.667  -6.945   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.722  -9.439   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.282  -8.893   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.035  -7.373   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.227  -6.399   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.980  -4.879   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.779  -3.915   0.000  0.00  0.00           C+0
HETATM   22  S   UNK     0       3.325  -2.475   0.000  0.00  0.00           S+0
HETATM   23  C   UNK     0       4.925  -2.385   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       5.172  -3.905   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       6.860  -5.971   0.000  0.00  0.00           C+0
HETATM   26  S   UNK     0      11.726  -2.203   0.000  0.00  0.00           S+0
HETATM   27  O   UNK     0      11.800  -0.665   0.000  0.00  0.00           O+0
HETATM   28  S   UNK     0      12.927  -3.167   0.000  0.00  0.00           S+0
HETATM   29  C   UNK     0      12.381  -4.607   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      13.225  -5.895   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      10.843  -4.533   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      10.593  -6.053   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      10.023  -5.837   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   23                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   26   31                                             
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   25                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   24                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22    2   24                                                  
CONECT   24   23   20                                                       
CONECT   25   10                                                            
CONECT   26    7   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29    7   32   33                                             
CONECT   32   31                                                            
CONECT   33   31                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₆N₂O₆S₃

Average Mass

510.6400 Da

Monoisotopic Mass

510.09530 Da

IUPAC Name

3',11-dihydroxy-2,3',9-trimethyl-19-thia-3,20-diazaspiro[bicyclo[15.2.1]icosane-6,2'-[1λ⁴,5]dithiolane]-1(20),9,13,15,17-pentaene-1',4,4',12-tetrone

Traditional Name

3',11-dihydroxy-2,3',9-trimethyl-19-thia-3,20-diazaspiro[bicyclo[15.2.1]icosane-6,2'-[1λ⁴,5]dithiolane]-1(20),9,13,15,17-pentaene-1',4,4',12-tetrone

CAS Registry Number

Not Available

SMILES

CC1NC(=O)CC2(CCC(C)=CC(O)C(=O)C=CC=CC3=CSC1=N3)S(=O)SC(=O)C2(C)O

InChI Identifier

InChI=1S/C22H26N2O6S3/c1-13-8-9-22(21(3,29)20(28)32-33(22)30)11-18(27)23-14(2)19-24-15(12-31-19)6-4-5-7-16(25)17(26)10-13/h4-7,10,12,14,17,26,29H,8-9,11H2,1-3H3,(H,23,27)

InChI Key

ZHTRILQJTPJGNK-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,2-dithiolanes. These are organic compounds containing a 1,2-dithiolane ring. 1,2-Dithiolane moiety is a 5-membered saturated aliphatic ring with three carbon atoms, and two sulfur atoms at the 1- and 2- ring positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dithiolanes

Sub Class

1,2-dithiolanes

Direct Parent

1,2-dithiolanes

Alternative Parents

Substituents

Azole
Tertiary alcohol
Thiazole
Thiosulfinic acid ester
1,2-dithiolane
Heteroaromatic compound
Carboxamide group
Ketone
Lactam
Secondary alcohol
Secondary carboxylic acid amide
Cyclic ketone
Thiocarboxylic acid or derivatives
Sulfinyl compound
Carboxylic acid derivative
Azacycle
Organopnictogen compound
Organic oxygen compound
Alcohol
Carbonyl group
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2	ALOGPS
logP	1.88	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	11.22	ChemAxon
pKa (Strongest Basic)	1.26	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	133.66 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	129.81 m³·mol⁻¹	ChemAxon
Polarizability	50.59 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

129178

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3',4,11-trihydroxy-2,3',9-trimethyl-4',12-dioxo-19-thia-3,20-diazaspiro[bicyclo[15.2.1]icosane-6,2'-[1,5]dithiolane]-1(20),3,9,13,15,17-hexaen-1'-ium-1'-olate (NP0285542)

MOL for NP0285542 (3',4,11-trihydroxy-2,3',9-trimethyl-4',12-dioxo-19-thia-3,20-diazaspiro[bicyclo[15.2.1]icosane-6,2'-[1,5]dithiolane]-1(20),3,9,13,15,17-hexaen-1'-ium-1'-olate)

3D MOL for NP0285542 (3',4,11-trihydroxy-2,3',9-trimethyl-4',12-dioxo-19-thia-3,20-diazaspiro[bicyclo[15.2.1]icosane-6,2'-[1,5]dithiolane]-1(20),3,9,13,15,17-hexaen-1'-ium-1'-olate)

3D SDF for NP0285542 (3',4,11-trihydroxy-2,3',9-trimethyl-4',12-dioxo-19-thia-3,20-diazaspiro[bicyclo[15.2.1]icosane-6,2'-[1,5]dithiolane]-1(20),3,9,13,15,17-hexaen-1'-ium-1'-olate)

3D-SDF for NP0285542 (3',4,11-trihydroxy-2,3',9-trimethyl-4',12-dioxo-19-thia-3,20-diazaspiro[bicyclo[15.2.1]icosane-6,2'-[1,5]dithiolane]-1(20),3,9,13,15,17-hexaen-1'-ium-1'-olate)

PDB for NP0285542 (3',4,11-trihydroxy-2,3',9-trimethyl-4',12-dioxo-19-thia-3,20-diazaspiro[bicyclo[15.2.1]icosane-6,2'-[1,5]dithiolane]-1(20),3,9,13,15,17-hexaen-1'-ium-1'-olate)

3D PDB for NP0285542 (3',4,11-trihydroxy-2,3',9-trimethyl-4',12-dioxo-19-thia-3,20-diazaspiro[bicyclo[15.2.1]icosane-6,2'-[1,5]dithiolane]-1(20),3,9,13,15,17-hexaen-1'-ium-1'-olate)

SMILES for NP0285542 (3',4,11-trihydroxy-2,3',9-trimethyl-4',12-dioxo-19-thia-3,20-diazaspiro[bicyclo[15.2.1]icosane-6,2'-[1,5]dithiolane]-1(20),3,9,13,15,17-hexaen-1'-ium-1'-olate)

INCHI for NP0285542 (3',4,11-trihydroxy-2,3',9-trimethyl-4',12-dioxo-19-thia-3,20-diazaspiro[bicyclo[15.2.1]icosane-6,2'-[1,5]dithiolane]-1(20),3,9,13,15,17-hexaen-1'-ium-1'-olate)

Structure for NP0285542 (3',4,11-trihydroxy-2,3',9-trimethyl-4',12-dioxo-19-thia-3,20-diazaspiro[bicyclo[15.2.1]icosane-6,2'-[1,5]dithiolane]-1(20),3,9,13,15,17-hexaen-1'-ium-1'-olate)

3D Structure for NP0285542 (3',4,11-trihydroxy-2,3',9-trimethyl-4',12-dioxo-19-thia-3,20-diazaspiro[bicyclo[15.2.1]icosane-6,2'-[1,5]dithiolane]-1(20),3,9,13,15,17-hexaen-1'-ium-1'-olate)