NP-MRD: Showing NP-Card for mesoridazine (NP0257168)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 22:12:46 UTC

Updated at

2022-09-07 22:12:46 UTC

NP-MRD ID

NP0257168

Secondary Accession Numbers

None

Natural Product Identification

Common Name

mesoridazine

Description

Mesoridazine, also known as TPS-23 or lidanar, belongs to the class of organic compounds known as phenothiazines. These are polycyclic aromatic compounds containing a phenothiazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a para-thiazine ring. A phenothiazine substituted at position 2 (para to the S atom) by a methylsulfinyl group, and on the nitrogen by a 2-(1-methylpiperidin-2-yl)ethyl group. Mesoridazine is a drug which is used in the treatment of schizophrenia, organic brain disorders, alcoholism and psychoneuroses. Mesoridazine is a very strong basic compound (based on its pKa). mesoridazine is found in Phomopsis phaseoli. Mesoridazine is a potentially toxic compound.

Structure

MOL 3D MOL SDF PDB SMILES InChI

933
  Mrv0541 02231215072D          

 26 29  0  0  1  0            999 V2000
    3.8495   -2.6670    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.7619   -0.9970    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.7586   -0.1720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495    1.4580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495   -1.0170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350    1.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4206    1.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350    0.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4206    2.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495    2.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350    2.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495   -0.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640    1.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640   -1.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350   -1.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640   -2.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350   -2.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3015   -0.9884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3975   -0.9884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3015   -2.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0490   -1.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3975   -2.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0490   -2.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4779   -1.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
  2  3  2  0  0  0  0
  2 21  1  0  0  0  0
  2 26  1  0  0  0  0
  4  6  1  0  0  0  0
  4 10  1  0  0  0  0
  4 13  1  0  0  0  0
  5 12  1  0  0  0  0
  5 14  1  0  0  0  0
  5 15  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 12  1  0  0  0  0
  9 11  1  0  0  0  0
 10 11  1  0  0  0  0
 14 16  2  0  0  0  0
 14 18  1  0  0  0  0
 15 17  1  0  0  0  0
 15 19  2  0  0  0  0
 16 20  1  0  0  0  0
 17 22  2  0  0  0  0
 18 21  2  0  0  0  0
 19 24  1  0  0  0  0
 20 23  2  0  0  0  0
 21 23  1  0  0  0  0
 22 25  1  0  0  0  0
 24 25  2  0  0  0  0
M  END

     RDKit          3D

 52 55  0  0  0  0  0  0  0  0999 V2000
    2.2416    0.5517    2.6685 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2630    0.9009    1.3232 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3474    1.6945    0.9273 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3727    0.9085    0.0943 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0990   -0.5705    0.2740 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7058   -0.8419   -0.2161 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6358    0.0612    0.3500 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4810   -0.6750    0.9462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3591   -1.5510    0.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1005   -0.9127   -0.9523 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6435   -0.9137   -2.2929 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4678   -1.6652   -2.6575 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9492   -1.7607   -3.9413 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3117   -1.0805   -4.9577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7915   -0.3276   -4.6361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2409   -0.2559   -3.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6837    0.7427   -3.0383 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0909    0.5330   -1.3299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2181    1.1534   -0.8835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6228    1.0747    0.4260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8490    0.3436    1.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3001    0.1876    3.0023 S   0  0  0  0  0  4  0  0  0  0  0  0
   -3.5526    1.5127    3.9574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8079    0.2371    3.1570 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7106   -0.2803    0.8198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2832   -0.2129   -0.5038 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2307    0.2369    3.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0311   -0.1449    3.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4446    1.4936    3.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9222    1.9861    1.8555 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0867    2.6477    0.4402 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1692    1.1777   -0.9604 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4029    1.2044    0.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3494   -0.9649    1.2520 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7777   -1.1059   -0.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7474   -0.6569   -1.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4371   -1.9197   -0.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2747    0.6982   -0.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0970    0.1183    1.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8576   -1.3212    1.8079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0859   -2.1155    0.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3080   -2.3794   -0.2391 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0082   -2.2401   -1.9377 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8134   -2.3472   -4.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6846   -1.1520   -5.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2910    0.2087   -5.4514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8389    1.7379   -1.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5013    1.5483    0.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7529    1.3292    5.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4686    1.4713    3.7949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9817    2.4813    3.5928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1488   -0.8460    1.5371 H   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
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 26  2  0
 26 25  1  0
 25 21  2  0
 21 20  1  0
 20 19  2  0
 21 22  1  0
 22 23  1  1
 22 24  2  0
  7  2  1  0
 26 10  1  0
 16 11  1  0
 19 18  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  7 38  1  6
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 25 52  1  0
 20 48  1  0
 19 47  1  0
 23 49  1  0
 23 50  1  0
 23 51  1  0
M  END

933
  Mrv0541 02231215072D          

 26 29  0  0  1  0            999 V2000
    3.8495   -2.6670    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.7619   -0.9970    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.7586   -0.1720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495    1.4580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495   -1.0170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350    1.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4206    1.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350    0.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4206    2.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495    2.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350    2.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495   -0.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640    1.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640   -1.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350   -1.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640   -2.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350   -2.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3015   -0.9884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3975   -0.9884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3015   -2.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0490   -1.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3975   -2.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0490   -2.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4779   -1.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
  2  3  2  0  0  0  0
  2 21  1  0  0  0  0
  2 26  1  0  0  0  0
  4  6  1  0  0  0  0
  4 10  1  0  0  0  0
  4 13  1  0  0  0  0
  5 12  1  0  0  0  0
  5 14  1  0  0  0  0
  5 15  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 12  1  0  0  0  0
  9 11  1  0  0  0  0
 10 11  1  0  0  0  0
 14 16  2  0  0  0  0
 14 18  1  0  0  0  0
 15 17  1  0  0  0  0
 15 19  2  0  0  0  0
 16 20  1  0  0  0  0
 17 22  2  0  0  0  0
 18 21  2  0  0  0  0
 19 24  1  0  0  0  0
 20 23  2  0  0  0  0
 21 23  1  0  0  0  0
 22 25  1  0  0  0  0
 24 25  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0257168

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1CCCCC1CCN1C2=CC=CC=C2SC2=C1C=C(C=C2)S(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H26N2OS2/c1-22-13-6-5-7-16(22)12-14-23-18-8-3-4-9-20(18)25-21-11-10-17(26(2)24)15-19(21)23/h3-4,8-11,15-16H,5-7,12-14H2,1-2H3

> <INCHI_KEY>
SLVMESMUVMCQIY-UHFFFAOYSA-N

> <FORMULA>
C21H26N2OS2

> <MOLECULAR_WEIGHT>
386.574

> <EXACT_MASS>
386.148654844

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
43.83188202921023

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methanesulfinyl-10-[2-(1-methylpiperidin-2-yl)ethyl]-10H-phenothiazine

> <ALOGPS_LOGP>
3.83

> <JCHEM_LOGP>
3.5745034059999994

> <ALOGPS_LOGS>
-3.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.35915678816086

> <JCHEM_PKA_STRONGEST_BASIC>
8.191346147016775

> <JCHEM_POLAR_SURFACE_AREA>
23.550000000000004

> <JCHEM_REFRACTIVITY>
115.12530000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.67e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
mesoridazine

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 933                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0       7.186  -4.978   0.000  0.00  0.00           S+0
HETATM    2  S   UNK     0      12.622  -1.861   0.000  0.00  0.00           S+0
HETATM    3  O   UNK     0      12.616  -0.321   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       7.186   2.722   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       7.186  -1.898   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       5.852   1.952   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.518   2.722   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.852   0.412   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.518   4.262   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.186   4.262   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.852   5.032   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.186  -0.358   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.519   1.952   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.519  -2.668   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.852  -2.668   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.519  -4.208   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.852  -4.208   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.896  -1.845   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.475  -1.845   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.896  -5.032   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.291  -2.636   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.475  -5.032   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.291  -4.240   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.080  -2.636   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.080  -4.240   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.959  -2.626   0.000  0.00  0.00           C+0
CONECT    1   16   17                                                       
CONECT    2    3   21   26                                                  
CONECT    3    2                                                            
CONECT    4    6   10   13                                                  
CONECT    5   12   14   15                                                  
CONECT    6    4    7    8                                                  
CONECT    7    6    9                                                       
CONECT    8    6   12                                                       
CONECT    9    7   11                                                       
CONECT   10    4   11                                                       
CONECT   11    9   10                                                       
CONECT   12    5    8                                                       
CONECT   13    4                                                            
CONECT   14    5   16   18                                                  
CONECT   15    5   17   19                                                  
CONECT   16    1   14   20                                                  
CONECT   17    1   15   22                                                  
CONECT   18   14   21                                                       
CONECT   19   15   24                                                       
CONECT   20   16   23                                                       
CONECT   21    2   18   23                                                  
CONECT   22   17   25                                                       
CONECT   23   20   21                                                       
CONECT   24   19   25                                                       
CONECT   25   22   24                                                       
CONECT   26    2                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Value	Source
10-(2(1-Methyl-2-piperidyl)ethyl)-2-(methylsulfinyl)phenothiazine	ChEBI
10-(2-(1-Methyl-2-piperidyl)ethyl)-2-methylsulfinyl phenothiazine	ChEBI
2-Methanesulfinyl-10-[2-(1-methyl-piperidin-2-yl)-ethyl]-10H-phenothiazine	ChEBI
Mesoridazina	ChEBI
Mesoridazinum	ChEBI
Thioridazine thiomethyl sulfoxide	ChEBI
Thioridazine-2-sulfoxide	ChEBI
TPS-23	ChEBI
Lidanar	Kegg
10-(2(1-Methyl-2-piperidyl)ethyl)-2-(methylsulphinyl)phenothiazine	Generator
10-(2-(1-Methyl-2-piperidyl)ethyl)-2-methylsulphinyl phenothiazine	Generator
2-Methanesulphinyl-10-[2-(1-methyl-piperidin-2-yl)-ethyl]-10H-phenothiazine	Generator
Thioridazine thiomethyl sulphoxide	Generator
Thioridazine-2-sulphoxide	Generator
Thioridazien thiomethyl sulfoxide	HMDB
Thioridazine monosulfoxide analog	HMDB
TPS23	HMDB
Serentil	HMDB

Chemical Formula

C₂₁H₂₆N₂OS₂

Average Mass

386.5740 Da

Monoisotopic Mass

386.14865 Da

IUPAC Name

2-methanesulfinyl-10-[2-(1-methylpiperidin-2-yl)ethyl]-10H-phenothiazine

Traditional Name

mesoridazine

CAS Registry Number

Not Available

SMILES

CN1CCCCC1CCN1C2=CC=CC=C2SC2=C1C=C(C=C2)S(C)=O

InChI Identifier

InChI=1S/C21H26N2OS2/c1-22-13-6-5-7-16(22)12-14-23-18-8-3-4-9-20(18)25-21-11-10-17(26(2)24)15-19(21)23/h3-4,8-11,15-16H,5-7,12-14H2,1-2H3

InChI Key

SLVMESMUVMCQIY-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

Species Name	Source	Reference
Phomopsis phaseoli	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenothiazines. These are polycyclic aromatic compounds containing a phenothiazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a para-thiazine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzothiazines

Sub Class

Phenothiazines

Direct Parent

Phenothiazines

Alternative Parents

Substituents

Phenothiazine
Alkyldiarylamine
Diarylthioether
Aryl thioether
Tertiary aliphatic/aromatic amine
Para-thiazine
Piperidine
Benzenoid
Sulfoxide
Tertiary amine
Tertiary aliphatic amine
Thioether
Sulfinyl compound
Azacycle
Amine
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
Organosulfur compound
Organonitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

phenothiazines (CHEBI:6780 )
tertiary amino compound (CHEBI:6780 )
sulfoxide (CHEBI:6780 )

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	3.83	ALOGPS
logP	3.57	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	19.36	ChemAxon
pKa (Strongest Basic)	8.19	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	23.55 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	115.13 m³·mol⁻¹	ChemAxon
Polarizability	43.83 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon