NP-MRD: Showing NP-Card for 5,15-dihydroxy-5,10,15,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1,3(24),6,8,10,12,16(22),17,19-nonaene-4,14-dione (NP0193345)

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Record Information

Version

2.0

Created at

2022-09-04 10:45:25 UTC

Updated at

2024-09-12 20:40:32 UTC

NP-MRD ID

NP0193345

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5,15-dihydroxy-5,10,15,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1,3(24),6,8,10,12,16(22),17,19-nonaene-4,14-dione

Description

5,15-dihydroxy-5,10,15,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1,3(24),6,8,10,12,16(22),17,19-nonaene-4,14-dione is found in Tolypothrix nodosa. Based on a literature review very few articles have been published on 5,15-dihydroxy-5,10,15,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]Tetracosa-1,3(24),6,8,10,12,16(22),17,19-nonaene-4,14-dione.

Structure

MOL SDF PDB SMILES InChI

NP0193345
  Mrv2104 05272323123D          

 54 58  0  0  0  0            999 V2000
    0.1687   -5.6166   -0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4174   -4.2628   -0.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8113   -3.9476   -0.0105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9310   -2.5852    0.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2691   -1.7871    0.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3216   -0.4347    0.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2991    0.4686    0.1416 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7728    1.7309    0.0189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1966    2.9437   -0.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6497    3.1341   -0.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0104    4.3413    0.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4136    4.0713    0.0709 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4904    5.0881    0.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5417    2.6932    0.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8761    1.8810    0.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9208    0.5283    0.1299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8983   -0.3766    0.1288 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3753   -1.6440    0.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8042   -2.8620    0.1670 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2522   -3.0600    0.1226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6724   -2.0529    0.2113 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8694   -1.6063    0.1938 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6130   -2.5826    0.2513 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3006   -0.1514    0.1745 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1925    0.1152   -1.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9698    0.2243    1.3762 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2873    2.1378    0.0067 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2641    1.6897   -0.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0008    2.6561   -0.2290 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6986    0.2524    0.1804 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6770   -0.1821   -0.9047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2770    0.0722    1.4715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5675   -6.3253   -0.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0165   -5.6112   -0.8662 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5160   -5.9870    0.7976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6310   -4.6448   -0.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1899   -2.3575    0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8134    3.8309   -0.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4602    5.3137    0.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3413    4.7985   -0.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8459    5.2378    1.1305 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1284    6.0479   -0.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8062    2.4380    0.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4307   -3.7483    0.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4615   -1.0596    0.2745 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4767    1.1721   -1.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1278   -0.4513   -0.9507 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7053   -0.1716   -1.9705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2415    0.2003    2.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0935    1.1394   -0.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0179   -1.2109   -0.7520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2356   -0.1018   -1.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5774    0.4443   -0.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5010    0.1705    2.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 14 27  1  0  0  0  0
  8 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 20  2  1  0  0  0  0
 21  4  1  0  0  0  0
 30  6  1  0  0  0  0
 27 10  1  0  0  0  0
 24 16  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
  3 36  1  0  0  0  0
  5 37  1  0  0  0  0
  9 38  1  0  0  0  0
 11 39  1  0  0  0  0
 13 40  1  0  0  0  0
 13 41  1  0  0  0  0
 13 42  1  0  0  0  0
 15 43  1  0  0  0  0
 19 44  1  0  0  0  0
 21 45  1  0  0  0  0
 25 46  1  0  0  0  0
 25 47  1  0  0  0  0
 25 48  1  0  0  0  0
 26 49  1  0  0  0  0
 27 50  1  0  0  0  0
 31 51  1  0  0  0  0
 31 52  1  0  0  0  0
 31 53  1  0  0  0  0
 32 54  1  0  0  0  0
M  END

NP0193345
  Mrv2104 05272323123D          

 54 58  0  0  0  0            999 V2000
    0.1687   -5.6166   -0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4174   -4.2628   -0.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8113   -3.9476   -0.0105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9310   -2.5852    0.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2691   -1.7871    0.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3216   -0.4347    0.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2991    0.4686    0.1416 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7728    1.7309    0.0189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1966    2.9437   -0.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6497    3.1341   -0.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0104    4.3413    0.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4136    4.0713    0.0709 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4904    5.0881    0.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5417    2.6932    0.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8761    1.8810    0.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9208    0.5283    0.1299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8983   -0.3766    0.1288 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3753   -1.6440    0.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8042   -2.8620    0.1670 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2522   -3.0600    0.1226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6724   -2.0529    0.2113 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8694   -1.6063    0.1938 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6130   -2.5826    0.2513 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3006   -0.1514    0.1745 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1925    0.1152   -1.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9698    0.2243    1.3762 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2873    2.1378    0.0067 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2641    1.6897   -0.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0008    2.6561   -0.2290 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6986    0.2524    0.1804 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6770   -0.1821   -0.9047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2770    0.0722    1.4715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5675   -6.3253   -0.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0165   -5.6112   -0.8662 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5160   -5.9870    0.7976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6310   -4.6448   -0.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1899   -2.3575    0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8134    3.8309   -0.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4602    5.3137    0.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3413    4.7985   -0.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8459    5.2378    1.1305 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1284    6.0479   -0.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8062    2.4380    0.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4307   -3.7483    0.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4615   -1.0596    0.2745 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4767    1.1721   -1.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1278   -0.4513   -0.9507 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7053   -0.1716   -1.9705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2415    0.2003    2.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0935    1.1394   -0.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0179   -1.2109   -0.7520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2356   -0.1018   -1.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5774    0.4443   -0.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5010    0.1705    2.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 14 27  1  0  0  0  0
  8 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 20  2  1  0  0  0  0
 21  4  1  0  0  0  0
 30  6  1  0  0  0  0
 27 10  1  0  0  0  0
 24 16  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
  3 36  1  0  0  0  0
  5 37  1  0  0  0  0
  9 38  1  0  0  0  0
 11 39  1  0  0  0  0
 13 40  1  0  0  0  0
 13 41  1  0  0  0  0
 13 42  1  0  0  0  0
 15 43  1  0  0  0  0
 19 44  1  0  0  0  0
 21 45  1  0  0  0  0
 25 46  1  0  0  0  0
 25 47  1  0  0  0  0
 25 48  1  0  0  0  0
 26 49  1  0  0  0  0
 27 50  1  0  0  0  0
 31 51  1  0  0  0  0
 31 52  1  0  0  0  0
 31 53  1  0  0  0  0
 32 54  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0193345

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1(C(=O)\C2=C([H])\C3=C([H])C(=C(N3[H])\C([H])=C3/N=C(/C(/[H])=C4\N([H])\C(\C([H])=C4C([H])([H])[H])=C([H])/C1=N2)C(=O)[C@@]3(O[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1/C24H22N4O4/c1-11-6-14-8-19-23(3,31)21(29)17(27-19)7-13-5-12(2)16(25-13)10-20-24(4,32)22(30)18(28-20)9-15(11)26-14/h5-10,25-26,31-32H,1-4H3/b13-7-,14-8-,15-9-,16-10-,17-7-,18-9-,19-8-,20-10-/t23-,24-/s2

> <INCHI_KEY>
KDTTYUOOJRPMSG-XJFSFNKBNA-N

> <FORMULA>
C24H22N4O4

> <MOLECULAR_WEIGHT>
430.464

> <EXACT_MASS>
430.164105204

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
47.14171153383087

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5R,15R)-5,15-dihydroxy-5,9,15,20-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1,3(24),6,8,10,12,16(22),17,19-nonaene-4,14-dione

> <JCHEM_LOGP>
3.268163593333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.96190008062481

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.360402727346278

> <JCHEM_PKA_STRONGEST_BASIC>
2.198219113967875

> <JCHEM_POLAR_SURFACE_AREA>
131.95999999999998

> <JCHEM_REFRACTIVITY>
117.24699999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(5R,15R)-5,15-dihydroxy-5,9,15,20-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1,3(24),6,8,10,12,16(22),17,19-nonaene-4,14-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: NP0193345                                         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0       0.169  -5.617  -0.173  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.417  -4.263  -0.030  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.811  -3.948  -0.011  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.931  -2.585   0.137  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.269  -1.787   0.186  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.322  -0.435   0.165  0.00  0.00           C+0
HETATM    7  N   UNK     0      -2.299   0.469   0.142  0.00  0.00           N+0
HETATM    8  C   UNK     0      -2.773   1.731   0.019  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.197   2.944  -0.059  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.650   3.134  -0.009  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.010   4.341   0.043  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.414   4.071   0.071  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.490   5.088   0.108  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.542   2.693   0.072  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.876   1.881   0.115  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.921   0.528   0.130  0.00  0.00           C+0
HETATM   17  N   UNK     0       1.898  -0.377   0.129  0.00  0.00           N+0
HETATM   18  C   UNK     0       2.375  -1.644   0.160  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.804  -2.862   0.167  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.252  -3.060   0.123  0.00  0.00           C+0
HETATM   21  N   UNK     0      -0.672  -2.053   0.211  0.00  0.00           N+0
HETATM   22  C   UNK     0       3.869  -1.606   0.194  0.00  0.00           C+0
HETATM   23  O   UNK     0       4.613  -2.583   0.251  0.00  0.00           O+0
HETATM   24  C   UNK     0       4.301  -0.151   0.175  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.192   0.115  -1.032  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.970   0.224   1.376  0.00  0.00           O+0
HETATM   27  N   UNK     0       0.287   2.138   0.007  0.00  0.00           N+0
HETATM   28  C   UNK     0      -4.264   1.690  -0.041  0.00  0.00           C+0
HETATM   29  O   UNK     0      -5.001   2.656  -0.229  0.00  0.00           O+0
HETATM   30  C   UNK     0      -4.699   0.252   0.180  0.00  0.00           C+0
HETATM   31  C   UNK     0      -5.677  -0.182  -0.905  0.00  0.00           C+0
HETATM   32  O   UNK     0      -5.277   0.072   1.472  0.00  0.00           O+0
HETATM   33  H   UNK     0      -0.568  -6.325  -0.563  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.016  -5.611  -0.866  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.516  -5.987   0.798  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.631  -4.645  -0.107  0.00  0.00           H+0
HETATM   37  H   UNK     0      -4.190  -2.357   0.234  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.813   3.831  -0.168  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.460   5.314   0.041  0.00  0.00           H+0
HETATM   40  H   UNK     0       3.341   4.798  -0.521  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.846   5.238   1.131  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.128   6.048  -0.271  0.00  0.00           H+0
HETATM   43  H   UNK     0       3.806   2.438   0.147  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.431  -3.748   0.204  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.462  -1.060   0.275  0.00  0.00           H+0
HETATM   46  H   UNK     0       5.477   1.172  -1.097  0.00  0.00           H+0
HETATM   47  H   UNK     0       6.128  -0.451  -0.951  0.00  0.00           H+0
HETATM   48  H   UNK     0       4.705  -0.172  -1.970  0.00  0.00           H+0
HETATM   49  H   UNK     0       4.242   0.200   2.030  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.094   1.139  -0.008  0.00  0.00           H+0
HETATM   51  H   UNK     0      -6.018  -1.211  -0.752  0.00  0.00           H+0
HETATM   52  H   UNK     0      -5.236  -0.102  -1.906  0.00  0.00           H+0
HETATM   53  H   UNK     0      -6.577   0.444  -0.884  0.00  0.00           H+0
HETATM   54  H   UNK     0      -4.501   0.171   2.060  0.00  0.00           H+0
CONECT    1    2   33   34   35                                             
CONECT    2    1    3   20                                                  
CONECT    3    2    4   36                                                  
CONECT    4    3    5   21                                                  
CONECT    5    4    6   37                                                  
CONECT    6    5    7   30                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   28                                                  
CONECT    9    8   10   38                                                  
CONECT   10    9   11   27                                                  
CONECT   11   10   12   39                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12   40   41   42                                             
CONECT   14   12   15   27                                                  
CONECT   15   14   16   43                                                  
CONECT   16   15   17   24                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   22                                                  
CONECT   19   18   20   44                                                  
CONECT   20   19   21    2                                                  
CONECT   21   20    4   45                                                  
CONECT   22   18   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26   16                                             
CONECT   25   24   46   47   48                                             
CONECT   26   24   49                                                       
CONECT   27   14   10   50                                                  
CONECT   28    8   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32    6                                             
CONECT   31   30   51   52   53                                             
CONECT   32   30   54                                                       
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    1                                                            
CONECT   36    3                                                            
CONECT   37    5                                                            
CONECT   38    9                                                            
CONECT   39   11                                                            
CONECT   40   13                                                            
CONECT   41   13                                                            
CONECT   42   13                                                            
CONECT   43   15                                                            
CONECT   44   19                                                            
CONECT   45   21                                                            
CONECT   46   25                                                            
CONECT   47   25                                                            
CONECT   48   25                                                            
CONECT   49   26                                                            
CONECT   50   27                                                            
CONECT   51   31                                                            
CONECT   52   31                                                            
CONECT   53   31                                                            
CONECT   54   32                                                            
MASTER        0    0    0    0    0    0    0    0   54    0  116    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₂N₄O₄

Average Mass

430.4640 Da

Monoisotopic Mass

430.16411 Da

IUPAC Name

(5R,15R)-5,15-dihydroxy-5,9,15,20-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1,3(24),6,8,10,12,16(22),17,19-nonaene-4,14-dione

Traditional Name

(5R,15R)-5,15-dihydroxy-5,9,15,20-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1,3(24),6,8,10,12,16(22),17,19-nonaene-4,14-dione

CAS Registry Number

Not Available

SMILES

[H]O[C@]1(C(=O)\C2=C([H])\C3=C([H])C(=C(N3[H])\C([H])=C3/N=C(/C(/[H])=C4\N([H])\C(\C([H])=C4C([H])([H])[H])=C([H])/C1=N2)C(=O)[C@@]3(O[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1/C24H22N4O4/c1-11-6-14-8-19-23(3,31)21(29)17(27-19)7-13-5-12(2)16(25-13)10-20-24(4,32)22(30)18(28-20)9-15(11)26-14/h5-10,25-26,31-32H,1-4H3/b13-7-,14-8-,15-9-,16-10-,17-7-,18-9-,19-8-,20-10-/t23-,24-/s2

InChI Key

KDTTYUOOJRPMSG-XJFSFNKBNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Tolypothrix nodosa	LOTUS Database	35616633

Chemical Taxonomy

Classification

Not classified

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	3.27	ChemAxon
pKa (Strongest Acidic)	11.36	ChemAxon
pKa (Strongest Basic)	2.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	131.96 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	117.25 m³·mol⁻¹	ChemAxon
Polarizability	47.14 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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5,15-dihydroxy-5,10,15,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1,3(24),6,8,10,12,16(22),17,19-nonaene-4,14-dione (NP0193345)

MOL for NP0193345 (5,15-dihydroxy-5,10,15,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1,3(24),6,8,10,12,16(22),17,19-nonaene-4,14-dione)

3D MOL for NP0193345 (5,15-dihydroxy-5,10,15,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1,3(24),6,8,10,12,16(22),17,19-nonaene-4,14-dione)

3D SDF for NP0193345 (5,15-dihydroxy-5,10,15,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1,3(24),6,8,10,12,16(22),17,19-nonaene-4,14-dione)

3D-SDF for NP0193345 (5,15-dihydroxy-5,10,15,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1,3(24),6,8,10,12,16(22),17,19-nonaene-4,14-dione)

PDB for NP0193345 (5,15-dihydroxy-5,10,15,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1,3(24),6,8,10,12,16(22),17,19-nonaene-4,14-dione)

3D PDB for NP0193345 (5,15-dihydroxy-5,10,15,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1,3(24),6,8,10,12,16(22),17,19-nonaene-4,14-dione)

SMILES for NP0193345 (5,15-dihydroxy-5,10,15,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1,3(24),6,8,10,12,16(22),17,19-nonaene-4,14-dione)

INCHI for NP0193345 (5,15-dihydroxy-5,10,15,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1,3(24),6,8,10,12,16(22),17,19-nonaene-4,14-dione)

Structure for NP0193345 (5,15-dihydroxy-5,10,15,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1,3(24),6,8,10,12,16(22),17,19-nonaene-4,14-dione)

3D Structure for NP0193345 (5,15-dihydroxy-5,10,15,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1,3(24),6,8,10,12,16(22),17,19-nonaene-4,14-dione)