NP-MRD: Showing NP-Card for (1r,3s,12r,14s,27s)-12,26-dihydroxy-3-methyl-2,5,15,23,25-pentaazaheptacyclo[12.10.2.1²,⁵.0⁶,¹¹.0¹⁵,²⁴.0¹⁷,²².0¹²,²⁷]heptacosa-6,8,10,17,19,21,23,25-octaene-4,16-dione (NP0179415)

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Record Information

Version

2.0

Created at

2022-09-03 17:36:21 UTC

Updated at

2022-09-03 17:36:21 UTC

NP-MRD ID

NP0179415

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3s,12r,14s,27s)-12,26-dihydroxy-3-methyl-2,5,15,23,25-pentaazaheptacyclo[12.10.2.1²,⁵.0⁶,¹¹.0¹⁵,²⁴.0¹⁷,²².0¹²,²⁷]heptacosa-6,8,10,17,19,21,23,25-octaene-4,16-dione

Description

(1R,3S,12R,14S,27S)-12,26-dihydroxy-3-methyl-2,5,15,23,25-pentaazaheptacyclo[12.10.2.1²,⁵.0⁶,¹¹.0¹⁵,²⁴.0¹⁷,²².0¹²,²⁷]Heptacosa-6,8,10,17,19,21,23,25-octaene-4,16-dione belongs to the class of organic compounds known as quinazolines. Quinazolines are compounds containing a quinazoline moiety, which is made up of two fused six-member aromatic rings, a benzene ring and a pyrimidine ring. Based on a literature review very few articles have been published on (1R,3S,12R,14S,27S)-12,26-dihydroxy-3-methyl-2,5,15,23,25-pentaazaheptacyclo[12.10.2.1²,⁵.0⁶,¹¹.0¹⁵,²⁴.0¹⁷,²².0¹²,²⁷]Heptacosa-6,8,10,17,19,21,23,25-octaene-4,16-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032219362D          

 32 38  0  0  1  0            999 V2000
    3.9266   -0.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6002    0.3243    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7721    0.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1938   -0.1120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6045    1.3089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0246    1.9252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2008    1.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7506    2.5723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1242    3.3079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9480    3.3521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3982    2.6608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2493    2.5409    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0492    2.3391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7932    3.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6760    3.3354    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3302    2.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5095    2.7023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5229    1.8474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9467    1.1781    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4778    1.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2457    1.5881    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8909    2.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6588    1.8007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3039    2.3150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1811    3.1308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4132    3.4324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7681    2.9181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0002    3.2197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8774    4.0355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3551    2.7055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0617    1.0356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3940    1.6501    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  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
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 20 30  1  0  0  0  0
 15 30  1  6  0  0  0
 19 31  1  6  0  0  0
  2 31  1  0  0  0  0
 32 31  1  1  0  0  0
  5 32  1  0  0  0  0
 12 32  1  0  0  0  0
M  END

     RDKit          3D

 51 57  0  0  0  0  0  0  0  0999 V2000
   -1.3428   -2.1572   -3.3983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9666   -0.8916   -2.6661 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1340    0.0082   -2.4849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9404    0.3474   -3.4054 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1462    0.3849   -1.1228 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8497    1.0506   -0.0889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7887    2.0646   -0.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3467    2.5701    0.9868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9553    2.0524    2.1932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0282    1.0481    2.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4682    0.5411    1.1446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4693   -0.5163    0.8559 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1469   -1.7248    0.7449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4519   -0.5258    1.9602 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7067   -1.4516    1.6770 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3063   -2.6896    1.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3773   -3.6736    1.6889 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5760   -2.8945   -0.2330 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7053   -1.7487   -1.1470 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6406   -0.8194   -0.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4979   -0.1069   -1.2257 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3826    0.7623   -0.7050 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2661    1.4944   -1.4793 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1412    2.3641   -0.8706 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1717    2.5362    0.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2845    1.7986    1.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4009    0.9228    0.6634 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5109    0.1813    1.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4809    0.2862    2.6669 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6401   -0.6801    0.8368 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6131   -1.2218   -1.3256 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9233   -0.1104   -0.4677 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1995   -1.9999   -4.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4888   -2.5189   -3.9783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6326   -2.9339   -2.6657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1921   -0.3102   -3.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0997    2.4743   -1.1038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0859    3.3638    0.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3959    2.4517    3.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6977    0.6181    3.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0288   -1.7257    1.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0661    0.5003    2.0774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9740   -0.8355    2.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2116   -1.6238    2.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3057   -4.6526    1.5462 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0586   -2.1409   -2.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2722    1.3874   -2.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8512    2.9576   -1.4433 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8449    3.2074    0.9914 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3058    1.9307    2.3274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1407    0.6491   -0.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2 31  1  0
 31 32  1  0
 32  5  1  0
  5  3  1  0
  3  4  2  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
 11 12  1  0
 12 13  1  6
 12 14  1  0
 14 15  1  0
 15 30  1  0
 30 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 20 19  1  0
 19 18  1  0
 18 16  2  0
 16 17  1  0
  3  2  1  0
 11  6  1  0
 16 15  1  0
 19 31  1  0
 12 32  1  0
 28 30  1  0
 27 22  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  6
 32 51  1  1
  7 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  1
 23 47  1  0
 24 48  1  0
 25 49  1  0
 26 50  1  0
 19 46  1  6
 17 45  1  0
M  END


  Mrv1652309032219362D          

 32 38  0  0  1  0            999 V2000
    3.9266   -0.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6002    0.3243    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7721    0.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1938   -0.1120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6045    1.3089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0246    1.9252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2008    1.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7506    2.5723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1242    3.3079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9480    3.3521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3982    2.6608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2493    2.5409    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0492    2.3391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7932    3.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6760    3.3354    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3302    2.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5095    2.7023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5229    1.8474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9467    1.1781    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4778    1.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2457    1.5881    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8909    2.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6588    1.8007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3039    2.3150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1811    3.1308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4132    3.4324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7681    2.9181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0002    3.2197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8774    4.0355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3551    2.7055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0617    1.0356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3940    1.6501    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  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
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 20 30  1  0  0  0  0
 15 30  1  6  0  0  0
 19 31  1  6  0  0  0
  2 31  1  0  0  0  0
 32 31  1  1  0  0  0
  5 32  1  0  0  0  0
 12 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0179415

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1N2[C@H]3N(C1=O)C1=CC=CC=C1[C@]3(O)C[C@@H]1N3C(=NC4=CC=CC=C4C3=O)[C@H]2N=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C23H19N5O4/c1-11-20(30)28-15-9-5-3-7-13(15)23(32)10-16-19(29)25-18(26(11)22(23)28)17-24-14-8-4-2-6-12(14)21(31)27(16)17/h2-9,11,16,18,22,32H,10H2,1H3,(H,25,29)/t11-,16-,18-,22-,23+/m0/s1

> <INCHI_KEY>
MLDFAXSXLVAFNZ-KLNPASKUSA-N

> <FORMULA>
C23H19N5O4

> <MOLECULAR_WEIGHT>
429.436

> <EXACT_MASS>
429.143704112

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
42.96721807480501

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3S,12R,14S,27S)-12,26-dihydroxy-3-methyl-2,5,15,23,25-pentaazaheptacyclo[12.10.2.1^{2,5}.0^{6,11}.0^{15,24}.0^{17,22}.0^{12,27}]heptacosa-6,8,10,17,19,21,23,25-octaene-4,16-dione

> <JCHEM_LOGP>
1.4772941246666669

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.92607484006141

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8361557279820397

> <JCHEM_PKA_STRONGEST_BASIC>
1.290543065153521

> <JCHEM_POLAR_SURFACE_AREA>
109.03999999999999

> <JCHEM_REFRACTIVITY>
113.76659999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3S,12R,14S,27S)-12,26-dihydroxy-3-methyl-2,5,15,23,25-pentaazaheptacyclo[12.10.2.1^{2,5}.0^{6,11}.0^{15,24}.0^{17,22}.0^{12,27}]heptacosa-6,8,10,17,19,21,23,25-octaene-4,16-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       7.330  -0.809   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.720   0.605   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.175   0.889   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.095  -0.209   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       4.862   2.443   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       3.779   3.594   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.241   3.511   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.401   4.802   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.099   6.175   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.636   6.257   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.477   4.967   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.065   4.743   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       7.559   4.366   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       7.081   6.064   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.729   6.226   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.083   4.887   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.551   5.044   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0       8.443   3.448   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       9.234   2.199   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.225   3.527   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      11.659   2.964   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      12.863   3.924   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.296   3.361   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      15.501   4.321   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      15.271   5.844   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.838   6.407   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.634   5.447   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.200   6.010   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      10.971   7.533   0.000  0.00  0.00           O+0
HETATM   30  N   UNK     0       9.996   5.050   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0       7.582   1.933   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0       6.336   3.080   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   31                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   32                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    6   12                                                  
CONECT   12   11   13   14   32                                             
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   30                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   31                                                  
CONECT   20   19   21   30                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   22   28                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   20   15                                                  
CONECT   31   19    2   32                                                  
CONECT   32   31    5   12                                                  
MASTER        0    0    0    0    0    0    0    0   32    0   76    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₁₉N₅O₄

Average Mass

429.4360 Da

Monoisotopic Mass

429.14370 Da

IUPAC Name

(1R,3S,12R,14S,27S)-12,26-dihydroxy-3-methyl-2,5,15,23,25-pentaazaheptacyclo[12.10.2.1^{2,5}.0^{6,11}.0^{15,24}.0^{17,22}.0^{12,27}]heptacosa-6,8,10,17,19,21,23,25-octaene-4,16-dione

Traditional Name

(1R,3S,12R,14S,27S)-12,26-dihydroxy-3-methyl-2,5,15,23,25-pentaazaheptacyclo[12.10.2.1^{2,5}.0^{6,11}.0^{15,24}.0^{17,22}.0^{12,27}]heptacosa-6,8,10,17,19,21,23,25-octaene-4,16-dione

CAS Registry Number

Not Available

SMILES

C[C@@H]1N2[C@H]3N(C1=O)C1=CC=CC=C1[C@]3(O)C[C@@H]1N3C(=NC4=CC=CC=C4C3=O)[C@H]2N=C1O

InChI Identifier

InChI=1S/C23H19N5O4/c1-11-20(30)28-15-9-5-3-7-13(15)23(32)10-16-19(29)25-18(26(11)22(23)28)17-24-14-8-4-2-6-12(14)21(31)27(16)17/h2-9,11,16,18,22,32H,10H2,1H3,(H,25,29)/t11-,16-,18-,22-,23+/m0/s1

InChI Key

MLDFAXSXLVAFNZ-KLNPASKUSA-N

Experimental Spectra

Not Available

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinazolines. Quinazolines are compounds containing a quinazoline moiety, which is made up of two fused six-member aromatic rings, a benzene ring and a pyrimidine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Benzodiazines

Direct Parent

Quinazolines

Alternative Parents

Substituents

Quinazoline
Alpha-amino acid or derivatives
Indole or derivatives
Pyrimidone
Benzenoid
Pyrimidine
Imidazolidinone
Heteroaromatic compound
Cyclic carboximidic acid
Tertiary carboxylic acid amide
Tertiary alcohol
Imidazolidine
Lactam
Carboxamide group
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
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	1.48	ChemAxon
pKa (Strongest Acidic)	3.84	ChemAxon
pKa (Strongest Basic)	1.29	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	109.04 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	113.77 m³·mol⁻¹	ChemAxon
Polarizability	42.97 Å³	ChemAxon
Number of Rings	7	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

162848307

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,3s,12r,14s,27s)-12,26-dihydroxy-3-methyl-2,5,15,23,25-pentaazaheptacyclo[12.10.2.1²,⁵.0⁶,¹¹.0¹⁵,²⁴.0¹⁷,²².0¹²,²⁷]heptacosa-6,8,10,17,19,21,23,25-octaene-4,16-dione (NP0179415)

MOL for NP0179415 ((1r,3s,12r,14s,27s)-12,26-dihydroxy-3-methyl-2,5,15,23,25-pentaazaheptacyclo[12.10.2.1²,⁵.0⁶,¹¹.0¹⁵,²⁴.0¹⁷,²².0¹²,²⁷]heptacosa-6,8,10,17,19,21,23,25-octaene-4,16-dione)

3D MOL for NP0179415 ((1r,3s,12r,14s,27s)-12,26-dihydroxy-3-methyl-2,5,15,23,25-pentaazaheptacyclo[12.10.2.1²,⁵.0⁶,¹¹.0¹⁵,²⁴.0¹⁷,²².0¹²,²⁷]heptacosa-6,8,10,17,19,21,23,25-octaene-4,16-dione)

3D SDF for NP0179415 ((1r,3s,12r,14s,27s)-12,26-dihydroxy-3-methyl-2,5,15,23,25-pentaazaheptacyclo[12.10.2.1²,⁵.0⁶,¹¹.0¹⁵,²⁴.0¹⁷,²².0¹²,²⁷]heptacosa-6,8,10,17,19,21,23,25-octaene-4,16-dione)

3D-SDF for NP0179415 ((1r,3s,12r,14s,27s)-12,26-dihydroxy-3-methyl-2,5,15,23,25-pentaazaheptacyclo[12.10.2.1²,⁵.0⁶,¹¹.0¹⁵,²⁴.0¹⁷,²².0¹²,²⁷]heptacosa-6,8,10,17,19,21,23,25-octaene-4,16-dione)

PDB for NP0179415 ((1r,3s,12r,14s,27s)-12,26-dihydroxy-3-methyl-2,5,15,23,25-pentaazaheptacyclo[12.10.2.1²,⁵.0⁶,¹¹.0¹⁵,²⁴.0¹⁷,²².0¹²,²⁷]heptacosa-6,8,10,17,19,21,23,25-octaene-4,16-dione)

3D PDB for NP0179415 ((1r,3s,12r,14s,27s)-12,26-dihydroxy-3-methyl-2,5,15,23,25-pentaazaheptacyclo[12.10.2.1²,⁵.0⁶,¹¹.0¹⁵,²⁴.0¹⁷,²².0¹²,²⁷]heptacosa-6,8,10,17,19,21,23,25-octaene-4,16-dione)

SMILES for NP0179415 ((1r,3s,12r,14s,27s)-12,26-dihydroxy-3-methyl-2,5,15,23,25-pentaazaheptacyclo[12.10.2.1²,⁵.0⁶,¹¹.0¹⁵,²⁴.0¹⁷,²².0¹²,²⁷]heptacosa-6,8,10,17,19,21,23,25-octaene-4,16-dione)

INCHI for NP0179415 ((1r,3s,12r,14s,27s)-12,26-dihydroxy-3-methyl-2,5,15,23,25-pentaazaheptacyclo[12.10.2.1²,⁵.0⁶,¹¹.0¹⁵,²⁴.0¹⁷,²².0¹²,²⁷]heptacosa-6,8,10,17,19,21,23,25-octaene-4,16-dione)

Structure for NP0179415 ((1r,3s,12r,14s,27s)-12,26-dihydroxy-3-methyl-2,5,15,23,25-pentaazaheptacyclo[12.10.2.1²,⁵.0⁶,¹¹.0¹⁵,²⁴.0¹⁷,²².0¹²,²⁷]heptacosa-6,8,10,17,19,21,23,25-octaene-4,16-dione)

3D Structure for NP0179415 ((1r,3s,12r,14s,27s)-12,26-dihydroxy-3-methyl-2,5,15,23,25-pentaazaheptacyclo[12.10.2.1²,⁵.0⁶,¹¹.0¹⁵,²⁴.0¹⁷,²².0¹²,²⁷]heptacosa-6,8,10,17,19,21,23,25-octaene-4,16-dione)