NP-MRD: Showing NP-Card for 11,15-dihydroxy-23-methoxy-13-methyl-3,13,16-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]tricosa-1(23),2(10),4,6,8,17,19,21-octaene-12,14-dione (NP0168615)

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Record Information

Version

2.0

Created at

2022-09-03 04:27:25 UTC

Updated at

2022-09-03 04:27:25 UTC

NP-MRD ID

NP0168615

Secondary Accession Numbers

None

Natural Product Identification

Common Name

11,15-dihydroxy-23-methoxy-13-methyl-3,13,16-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]tricosa-1(23),2(10),4,6,8,17,19,21-octaene-12,14-dione

Description

11,15-Dihydroxy-23-methoxy-13-methyl-3,13,16-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]Tricosa-1(23),2(10),4,6,8,17,19,21-octaene-12,14-dione belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety. 11,15-dihydroxy-23-methoxy-13-methyl-3,13,16-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]tricosa-1(23),2(10),4,6,8,17,19,21-octaene-12,14-dione is found in Streptomyces uncialis. 11,15-Dihydroxy-23-methoxy-13-methyl-3,13,16-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]Tricosa-1(23),2(10),4,6,8,17,19,21-octaene-12,14-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004201503392D          

 30 35  0  0  0  0            999 V2000
    1.6940    2.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3071    2.0400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1356    1.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6876    0.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5126    0.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0647    1.2330    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8183    0.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5720    1.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2394    0.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1532   -0.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3995   -0.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7321    0.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9251   -0.0946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5126   -0.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3331   -0.8953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7676   -1.5937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5522   -1.8486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1001   -2.0786    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1001   -2.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4327   -1.5937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6481   -1.8486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6876   -0.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8671   -0.8953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2751   -0.0946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4681    0.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8007   -0.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -0.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0392    0.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6282    1.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819    0.8974    0.0000 C   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
  5 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 14 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
  4 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
  3 30  1  0  0  0  0
 25 30  1  0  0  0  0
M  END

     RDKit          3D

 47 52  0  0  0  0  0  0  0  0999 V2000
    3.0732   -3.2047    0.3629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5618   -2.3811   -0.6472 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2070   -1.0635   -0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9688   -0.5949   -0.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0141    0.7748   -0.0806 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2320    1.2012   -0.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7787    2.4523   -0.5229 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1130    2.5462   -0.9037 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8748    1.4284   -1.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3031    0.1800   -1.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9935    0.0508   -0.6663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1502    1.3450    0.4902 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3524    0.6760    1.7939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3112    2.7103    0.7956 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4271    3.4902    1.4326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5506    3.1179    0.2310 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9799    4.4619   -0.1065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3494    1.8910    0.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6186    1.9248    0.2116 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3770    0.8915   -0.2674 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1130    1.0646   -1.6784 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5408   -0.5163    0.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3496   -1.2544   -0.0683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6145   -2.5415    0.0807 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9376   -2.7279    0.2718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6860   -3.8750    0.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0350   -3.8010    0.6406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6174   -2.5603    0.6043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8702   -1.4099    0.4039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5110   -1.4495    0.2314 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7914   -4.2628    0.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1927   -3.2094    0.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6457   -3.0250    1.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1877    3.3321   -0.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5362    3.5277   -0.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9137    1.4760   -1.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8589   -0.7326   -1.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0634    1.2281    2.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0532    4.5204   -0.3145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6619    5.1626    0.7030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4448    4.8044   -1.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8057    0.1799   -2.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0576   -3.3328    0.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2134   -4.8488    0.4986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6048   -4.7115    0.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6897   -2.4631    0.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3566   -0.4723    0.3785 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  5 12  1  0
 12 13  1  1
 12 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  6
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 11  3  1  0
 20 12  1  0
 30 22  1  0
 23  4  1  0
 30 25  1  0
 11  6  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 13 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 21 42  1  0
 24 43  1  0
 26 44  1  0
 27 45  1  0
 28 46  1  0
 29 47  1  0
M  END


  Mrv1533004201503392D          

 30 35  0  0  0  0            999 V2000
    1.6940    2.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3071    2.0400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1356    1.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6876    0.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5126    0.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0647    1.2330    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8183    0.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5720    1.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2394    0.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1532   -0.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3995   -0.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7321    0.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9251   -0.0946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5126   -0.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3331   -0.8953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7676   -1.5937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5522   -1.8486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1001   -2.0786    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1001   -2.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4327   -1.5937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6481   -1.8486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6876   -0.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8671   -0.8953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2751   -0.0946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4681    0.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8007   -0.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -0.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0392    0.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6282    1.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819    0.8974    0.0000 C   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
  5 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 14 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
  4 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
  3 30  1  0  0  0  0
 25 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0168615

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2N(C3=CC=CC=C13)C1(O)C(=O)N(C)C(=O)C1(O)C1=C2NC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C22H17N3O5/c1-24-19(26)21(28)15-11-7-3-5-9-13(11)23-16(15)17-18(30-2)12-8-4-6-10-14(12)25(17)22(21,29)20(24)27/h3-10,23,28-29H,1-2H3

> <INCHI_KEY>
TVJHJRXOIAMNSY-UHFFFAOYSA-N

> <FORMULA>
C22H17N3O5

> <MOLECULAR_WEIGHT>
403.394

> <EXACT_MASS>
403.116820659

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
41.10787973170315

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
11,15-dihydroxy-23-methoxy-13-methyl-3,13,16-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]tricosa-1(23),2(10),4,6,8,17,19,21-octaene-12,14-dione

> <ALOGPS_LOGP>
2.16

> <JCHEM_LOGP>
1.8321572720000003

> <ALOGPS_LOGS>
-3.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.238830211260277

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.522989216192503

> <JCHEM_PKA_STRONGEST_BASIC>
-4.808168053516527

> <JCHEM_POLAR_SURFACE_AREA>
107.78999999999999

> <JCHEM_REFRACTIVITY>
106.13700000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.44e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11,15-dihydroxy-23-methoxy-13-methyl-3,13,16-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]tricosa-1(23),2(10),4,6,8,17,19,21-octaene-12,14-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0       3.162   4.838   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.307   3.808   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.986   2.302   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.017   1.157   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.557   1.157   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       7.587   2.302   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       8.994   1.675   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.401   2.302   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.647   1.396   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.486  -0.135   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.079  -0.762   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.833   0.144   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.327  -0.177   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.557  -1.510   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       8.088  -1.671   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       7.033  -2.975   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       8.497  -3.451   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0       5.787  -3.880   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       5.787  -5.420   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.541  -2.975   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.076  -3.451   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.017  -1.510   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       3.485  -1.671   0.000  0.00  0.00           O+0
HETATM   24  N   UNK     0       4.247  -0.177   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       2.741   0.144   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.495  -0.762   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.088  -0.135   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.073   1.396   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.173   2.302   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.580   1.675   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   30                                                  
CONECT    4    3    5   24                                                  
CONECT    5    4    6   13                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    7   13                                                  
CONECT   13   12    5   14                                                  
CONECT   14   13   15   16   22                                             
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   14   23   24                                             
CONECT   23   22                                                            
CONECT   24   22    4   25                                                  
CONECT   25   24   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29    3   25                                                  
MASTER        0    0    0    0    0    0    0    0   30    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₁₇N₃O₅

Average Mass

403.3940 Da

Monoisotopic Mass

403.11682 Da

IUPAC Name

11,15-dihydroxy-23-methoxy-13-methyl-3,13,16-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]tricosa-1(23),2(10),4,6,8,17,19,21-octaene-12,14-dione

Traditional Name

11,15-dihydroxy-23-methoxy-13-methyl-3,13,16-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]tricosa-1(23),2(10),4,6,8,17,19,21-octaene-12,14-dione

CAS Registry Number

Not Available

SMILES

COC1=C2N(C3=CC=CC=C13)C1(O)C(=O)N(C)C(=O)C1(O)C1=C2NC2=CC=CC=C12

InChI Identifier

InChI=1S/C22H17N3O5/c1-24-19(26)21(28)15-11-7-3-5-9-13(11)23-16(15)17-18(30-2)12-8-4-6-10-14(12)25(17)22(21,29)20(24)27/h3-10,23,28-29H,1-2H3

InChI Key

TVJHJRXOIAMNSY-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
Streptomyces uncialis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyridoindoles

Direct Parent

Beta carbolines

Alternative Parents

Substituents

Beta-carboline
3-alkylindole
Indole
Alkyl aryl ether
Carboxylic acid imide, n-substituted
Pyrrolidone
2-pyrrolidone
Substituted pyrrole
Benzenoid
N-alkylpyrrolidine
Carboxylic acid imide
Dicarboximide
Pyrrole
Pyrrolidine
Heteroaromatic compound
Tertiary alcohol
Lactam
Ether
Alkanolamine
Carboxylic acid derivative
Azacycle
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Alcohol
Organic nitrogen compound
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
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	2.16	ALOGPS
logP	1.83	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	9.52	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	107.79 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	106.14 m³·mol⁻¹	ChemAxon
Polarizability	41.11 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

74421466

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 11,15-dihydroxy-23-methoxy-13-methyl-3,13,16-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]tricosa-1(23),2(10),4,6,8,17,19,21-octaene-12,14-dione (NP0168615)

MOL for NP0168615 (11,15-dihydroxy-23-methoxy-13-methyl-3,13,16-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]tricosa-1(23),2(10),4,6,8,17,19,21-octaene-12,14-dione)

3D MOL for NP0168615 (11,15-dihydroxy-23-methoxy-13-methyl-3,13,16-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]tricosa-1(23),2(10),4,6,8,17,19,21-octaene-12,14-dione)

3D SDF for NP0168615 (11,15-dihydroxy-23-methoxy-13-methyl-3,13,16-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]tricosa-1(23),2(10),4,6,8,17,19,21-octaene-12,14-dione)

3D-SDF for NP0168615 (11,15-dihydroxy-23-methoxy-13-methyl-3,13,16-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]tricosa-1(23),2(10),4,6,8,17,19,21-octaene-12,14-dione)

PDB for NP0168615 (11,15-dihydroxy-23-methoxy-13-methyl-3,13,16-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]tricosa-1(23),2(10),4,6,8,17,19,21-octaene-12,14-dione)

3D PDB for NP0168615 (11,15-dihydroxy-23-methoxy-13-methyl-3,13,16-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]tricosa-1(23),2(10),4,6,8,17,19,21-octaene-12,14-dione)

SMILES for NP0168615 (11,15-dihydroxy-23-methoxy-13-methyl-3,13,16-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]tricosa-1(23),2(10),4,6,8,17,19,21-octaene-12,14-dione)

INCHI for NP0168615 (11,15-dihydroxy-23-methoxy-13-methyl-3,13,16-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]tricosa-1(23),2(10),4,6,8,17,19,21-octaene-12,14-dione)

Structure for NP0168615 (11,15-dihydroxy-23-methoxy-13-methyl-3,13,16-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]tricosa-1(23),2(10),4,6,8,17,19,21-octaene-12,14-dione)

3D Structure for NP0168615 (11,15-dihydroxy-23-methoxy-13-methyl-3,13,16-triazahexacyclo[14.7.0.0²,¹⁰.0⁴,⁹.0¹¹,¹⁵.0¹⁷,²²]tricosa-1(23),2(10),4,6,8,17,19,21-octaene-12,14-dione)