NP-MRD: Showing NP-Card for 1,2-dihydroxy-12-(2-hydroxy-2-methylpropyl)-7-methoxy-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4,6,8-tetraene-14,20-dione (NP0216435)

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Record Information

Version

2.0

Created at

2022-09-05 16:24:16 UTC

Updated at

2022-09-05 16:24:16 UTC

NP-MRD ID

NP0216435

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,2-dihydroxy-12-(2-hydroxy-2-methylpropyl)-7-methoxy-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4,6,8-tetraene-14,20-dione

Description

AC1MZI2X belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety. 1,2-dihydroxy-12-(2-hydroxy-2-methylpropyl)-7-methoxy-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4,6,8-tetraene-14,20-dione is found in Aspergillus caespitosus and Penicillium brasilianum. AC1MZI2X is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171511032D          

 31 35  0  0  0  0            999 V2000
    8.4716    0.7185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0909    1.4504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2667    1.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8860    2.2186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0618    2.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6183    1.5592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8045    1.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1591    1.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2813    2.7530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3914    1.6351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5136    2.4510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2691    0.8192    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9146    0.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7924   -0.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4378   -1.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0833   -1.5381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9240   -1.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9516   -0.3789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6823    0.6075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4205    0.2391    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9990    0.8273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8232    0.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5014    0.5171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3792   -0.2988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8560    1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0422    0.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6615    1.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2400    2.2151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9782    1.8468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7459    2.1489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8681    2.9648    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  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
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 13 19  1  0  0  0  0
  7 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  6 21  1  0  0  0  0
 21 22  2  0  0  0  0
  3 22  1  0  0  0  0
 12 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 25 29  1  0  0  0  0
 29 30  1  0  0  0  0
 10 30  1  0  0  0  0
 30 31  2  0  0  0  0
M  END

     RDKit          3D

 58 62  0  0  0  0  0  0  0  0999 V2000
    7.4223    0.7404   -0.6888 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2170    1.4076   -1.0133 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9725    0.8999   -0.5886 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8802   -0.2583    0.1544 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6548   -0.7424    0.5626 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4787   -0.0808    0.2392 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1695   -0.3477    0.5155 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4158    0.6584   -0.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2903    1.4914   -0.6606 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5632    1.0737   -0.5008 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7982    1.5493   -0.9044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0621    0.7386    0.0270 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5899    1.7863    0.9595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1570    3.1968    0.6777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5148    3.6971   -0.6894 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1897    3.5764    1.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0573    3.9686    1.5318 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5704   -0.5729    0.3798 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8721   -0.8020    0.9014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4386    0.0139    1.6665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6549   -2.0244    0.5801 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4939   -1.9158   -0.6526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5108   -3.3206   -1.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6122   -4.1434   -0.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7726   -3.1221    0.2243 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3915   -3.0033    0.4479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7301   -3.9964    0.8448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7236   -1.7254    0.2186 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1773   -1.6503   -1.0680 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4374   -1.4836    1.2216 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2163   -2.5841    1.4034 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3385   -0.3663   -0.8693 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5956    0.9115    0.3932 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2412    1.1165   -1.3009 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7983   -0.7715    0.4049 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5562   -1.6516    1.1480 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1064    2.3683   -1.2231 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8661    2.4635   -1.4905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4343    0.9702   -0.9926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7104    1.8327    0.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4211    1.5749    2.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1493    3.0593   -1.5214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6213    3.8214   -0.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0629    4.7007   -0.8136 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7631    4.0522    0.3643 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1595    4.3992    1.9737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7340    2.7622    1.7102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9463    3.9781    1.1072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2784   -2.3487    1.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9894   -1.1948   -1.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5229   -1.6065   -0.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5129   -3.7497   -1.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9834   -3.2738   -2.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1039   -4.9452   -0.8636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2855   -4.6065    0.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1203   -2.5853   -1.2883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0109   -1.1496    2.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3767   -2.7861    2.3727 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  2  0
  6 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  2  0
  7 30  1  0
 30 31  1  0
 30 28  1  0
 28 29  1  6
 28 18  1  0
 18 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 10 11  2  0
 11  3  1  0
  7  6  1  0
 26 28  1  0
 12  8  1  0
 25 21  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  5 36  1  0
  9 37  1  0
 30 57  1  1
 31 58  1  0
 29 56  1  0
 12 39  1  6
 13 40  1  0
 13 41  1  0
 15 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 21 49  1  1
 22 50  1  0
 22 51  1  0
 23 52  1  0
 23 53  1  0
 24 54  1  0
 24 55  1  0
 11 38  1  0
M  END


  Mrv1533004171511032D          

 31 35  0  0  0  0            999 V2000
    8.4716    0.7185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0909    1.4504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2667    1.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8860    2.2186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0618    2.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6183    1.5592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8045    1.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1591    1.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2813    2.7530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3914    1.6351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5136    2.4510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2691    0.8192    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9146    0.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7924   -0.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4378   -1.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0833   -1.5381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9240   -1.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9516   -0.3789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6823    0.6075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4205    0.2391    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9990    0.8273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8232    0.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5014    0.5171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3792   -0.2988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8560    1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0422    0.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6615    1.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2400    2.2151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9782    1.8468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7459    2.1489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8681    2.9648    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  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
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 13 19  1  0  0  0  0
  7 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  6 21  1  0  0  0  0
 21 22  2  0  0  0  0
  3 22  1  0  0  0  0
 12 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 25 29  1  0  0  0  0
 29 30  1  0  0  0  0
 10 30  1  0  0  0  0
 30 31  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0216435

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C2C(NC3=C2C(O)C2(O)N(C3CC(C)(C)O)C(=O)C3CCCN3C2=O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H27N3O6/c1-21(2,29)10-15-17-16(12-7-6-11(31-3)9-13(12)23-17)18(26)22(30)20(28)24-8-4-5-14(24)19(27)25(15)22/h6-7,9,14-15,18,23,26,29-30H,4-5,8,10H2,1-3H3

> <INCHI_KEY>
PIWNJAZCHHBADQ-UHFFFAOYSA-N

> <FORMULA>
C22H27N3O6

> <MOLECULAR_WEIGHT>
429.473

> <EXACT_MASS>
429.189985601

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
45.27985606359631

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,2-dihydroxy-12-(2-hydroxy-2-methylpropyl)-7-methoxy-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4,6,8-tetraene-14,20-dione

> <ALOGPS_LOGP>
0.58

> <JCHEM_LOGP>
-0.13776531233333295

> <ALOGPS_LOGS>
-1.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.521638939340917

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.138644903959358

> <JCHEM_PKA_STRONGEST_BASIC>
-2.654168198281095

> <JCHEM_POLAR_SURFACE_AREA>
126.32999999999998

> <JCHEM_REFRACTIVITY>
110.41619999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.11e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,2-dihydroxy-12-(2-hydroxy-2-methylpropyl)-7-methoxy-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4,6,8-tetraene-14,20-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      15.814   1.341   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      15.103   2.707   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      13.564   2.775   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.854   4.141   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.315   4.209   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.487   2.911   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.968   2.657   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.764   3.616   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       7.992   5.139   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.331   3.052   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       6.559   4.575   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0       6.102   1.529   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       7.307   0.570   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.079  -0.953   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.284  -1.912   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.489  -2.871   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.325  -3.117   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       9.243  -0.707   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       8.740   1.134   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      10.118   0.446   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      11.198   1.544   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.737   1.477   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.669   0.965   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.441  -0.558   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       3.464   1.924   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.945   1.671   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.235   3.037   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.315   4.135   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0       3.693   3.447   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0       5.126   4.011   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       5.354   5.534   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   22                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   21                                                  
CONECT    7    6    8   19                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12   30                                             
CONECT   11   10                                                            
CONECT   12   10   13   23                                                  
CONECT   13   12   14   19                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15                                                            
CONECT   19   13    7   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20    6   22                                                  
CONECT   22   21    3                                                       
CONECT   23   12   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   29                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   25   30                                                  
CONECT   30   29   10   31                                                  
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₇N₃O₆

Average Mass

429.4730 Da

Monoisotopic Mass

429.18999 Da

IUPAC Name

1,2-dihydroxy-12-(2-hydroxy-2-methylpropyl)-7-methoxy-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4,6,8-tetraene-14,20-dione

Traditional Name

1,2-dihydroxy-12-(2-hydroxy-2-methylpropyl)-7-methoxy-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4,6,8-tetraene-14,20-dione

CAS Registry Number

Not Available

SMILES

COC1=CC=C2C(NC3=C2C(O)C2(O)N(C3CC(C)(C)O)C(=O)C3CCCN3C2=O)=C1

InChI Identifier

InChI=1S/C22H27N3O6/c1-21(2,29)10-15-17-16(12-7-6-11(31-3)9-13(12)23-17)18(26)22(30)20(28)24-8-4-5-14(24)19(27)25(15)22/h6-7,9,14-15,18,23,26,29-30H,4-5,8,10H2,1-3H3

InChI Key

PIWNJAZCHHBADQ-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
Aspergillus caespitosus	LOTUS Database	35616633
Penicillium brasilianum	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
Alpha-amino acid or derivatives
3-alkylindole
Indole
Anisole
Dioxopiperazine
Phenol ether
2,5-dioxopiperazine
N-alkylpiperazine
Alkyl aryl ether
1,4-diazinane
Piperazine
Benzenoid
Heteroaromatic compound
Tertiary carboxylic acid amide
Tertiary alcohol
Pyrrolidine
Pyrrole
Secondary alcohol
Carboxamide group
Lactam
Ether
Carboxylic acid derivative
Alkanolamine
Azacycle
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Alcohol
Organonitrogen compound
Organic nitrogen compound
Organooxygen compound
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	0.58	ALOGPS
logP	-0.14	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	10.14	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	126.33 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	110.42 m³·mol⁻¹	ChemAxon
Polarizability	45.28 Å³	ChemAxon
Number of Rings	5	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

3898494

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1,2-dihydroxy-12-(2-hydroxy-2-methylpropyl)-7-methoxy-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4,6,8-tetraene-14,20-dione (NP0216435)

MOL for NP0216435 (1,2-dihydroxy-12-(2-hydroxy-2-methylpropyl)-7-methoxy-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4,6,8-tetraene-14,20-dione)

3D MOL for NP0216435 (1,2-dihydroxy-12-(2-hydroxy-2-methylpropyl)-7-methoxy-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4,6,8-tetraene-14,20-dione)

3D SDF for NP0216435 (1,2-dihydroxy-12-(2-hydroxy-2-methylpropyl)-7-methoxy-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4,6,8-tetraene-14,20-dione)

3D-SDF for NP0216435 (1,2-dihydroxy-12-(2-hydroxy-2-methylpropyl)-7-methoxy-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4,6,8-tetraene-14,20-dione)

PDB for NP0216435 (1,2-dihydroxy-12-(2-hydroxy-2-methylpropyl)-7-methoxy-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4,6,8-tetraene-14,20-dione)

3D PDB for NP0216435 (1,2-dihydroxy-12-(2-hydroxy-2-methylpropyl)-7-methoxy-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4,6,8-tetraene-14,20-dione)

SMILES for NP0216435 (1,2-dihydroxy-12-(2-hydroxy-2-methylpropyl)-7-methoxy-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4,6,8-tetraene-14,20-dione)

INCHI for NP0216435 (1,2-dihydroxy-12-(2-hydroxy-2-methylpropyl)-7-methoxy-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4,6,8-tetraene-14,20-dione)

Structure for NP0216435 (1,2-dihydroxy-12-(2-hydroxy-2-methylpropyl)-7-methoxy-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4,6,8-tetraene-14,20-dione)

3D Structure for NP0216435 (1,2-dihydroxy-12-(2-hydroxy-2-methylpropyl)-7-methoxy-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4,6,8-tetraene-14,20-dione)