NP-MRD: Showing NP-Card for 15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',9',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]octadecane]-7',9'-dien-11'-one (NP0243752)

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Record Information

Version

2.0

Created at

2022-09-07 04:22:24 UTC

Updated at

2022-09-07 04:22:24 UTC

NP-MRD ID

NP0243752

Secondary Accession Numbers

None

Natural Product Identification

Common Name

15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',9',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]octadecane]-7',9'-dien-11'-one

Description

15'-(Aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',9',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]Octadecane]-7',9'-dien-11'-one belongs to the class of organic compounds known as indolizidines. These are polycyclic compounds containing an indolizidine, which is a bicyclic heterocycle containing a saturated six-member ring fused to a saturated five-member ring, one of the bridging atoms being nitrogen. 15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',9',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]octadecane]-7',9'-dien-11'-one is found in Axinella verrucosa. Based on a literature review very few articles have been published on 15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',9',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]Octadecane]-7',9'-dien-11'-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072206222D          

 31 36  0  0  0  0            999 V2000
    3.1727    2.9700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4691    2.2001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2662    1.9873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3103    1.1635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0026    0.7149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5404    0.8671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9846    1.3967    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0602    0.2265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8840    0.2705    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6116   -0.4659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9080   -1.2358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3895   -1.8775    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8145   -0.2532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0446   -0.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5247    0.0910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7008    0.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2522   -0.5590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3255    0.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4716    1.0807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5156    1.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2080    2.3532    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.2543    2.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4670    2.9981    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.7741    1.5604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5981    1.5181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1808    2.1020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9163    1.7282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0445    2.5432    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7881    0.9132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9733    0.7834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7705    0.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  6  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
 11 12  1  0  0  0  0
 10 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
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 25 30  1  0  0  0  0
 15 30  1  0  0  0  0
 30 31  1  0  0  0  0
 13 31  1  0  0  0  0
  6 31  1  0  0  0  0
M  END

     RDKit          3D

 51 56  0  0  0  0  0  0  0  0999 V2000
    2.5271   -1.2105    4.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2584   -0.3015    3.6463 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1011   -0.3402    2.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2415   -1.4364    1.4581 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6553   -1.0875    0.1861 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7424   -1.0551   -0.8372 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2855    0.2952   -1.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5556    0.2262   -0.9864 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9849   -1.0924   -0.6854 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8279   -1.5649   -0.4933 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.9269   -1.8748   -0.5723 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0573   -3.7357   -0.1668 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.2921    1.3475   -1.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5482    2.2756   -2.1171 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0684    1.1936   -0.6284 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2165    1.8624   -0.6949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8282    1.6047    0.6881 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3125    1.6157    0.5840 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8074    2.8140   -0.2084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5769    4.0501    0.4930 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5882    0.3759   -0.2108 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1256   -0.2984    0.3049 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4028   -0.5752    0.0408 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0306   -1.0838   -1.2291 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0304   -2.0607   -1.5765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3114   -2.5180   -2.7644 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8239   -2.2126   -3.6161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6728   -2.4489   -0.3689 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0196   -1.7757    0.7361 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1411   -2.5535    1.4342 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4226    0.1510    0.8408 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9991    0.2037    0.4117 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7406    0.7725    1.5399 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7082   -2.3322    1.7433 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9592   -1.9045   -0.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3599   -1.4187   -1.8461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1294    2.9491   -0.8219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8268    1.3660   -1.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4062    2.2608    1.4463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7899    1.5732    1.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3568    2.8448   -1.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9175    2.6697   -0.3031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3968    3.8555    1.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3810    4.6795    0.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6972    0.5988   -1.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2505   -0.9032   -1.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4782   -3.1084   -0.3022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7738   -1.3843    1.4552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5628   -2.9894    2.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5090   -0.1071    1.9345 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9467    1.7881    1.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 19  1  0
 19 18  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  6
 24 25  1  0
 25 26  2  0
 25 28  1  0
 28 29  1  0
 29 30  1  0
 23 31  1  0
 31 17  1  0
 17 16  1  0
 16 15  1  0
 15 13  1  0
 13 14  2  0
 13  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 11  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  2  0
  3 33  1  0
 32 33  1  1
 17 18  1  0
 32 15  1  0
 29 23  1  0
 32 31  1  0
  6  7  1  0
 32  5  1  0
 20 43  1  0
 20 44  1  0
 19 41  1  0
 19 42  1  0
 18 40  1  1
 21 45  1  6
 24 46  1  0
 26 27  1  0
 28 47  1  0
 29 48  1  1
 30 49  1  0
 31 50  1  1
 17 39  1  1
 16 37  1  0
 16 38  1  0
  6 36  1  6
  5 35  1  6
  4 34  1  0
  2  1  1  0
 33 51  1  0
M  END


  Mrv1652309072206222D          

 31 36  0  0  0  0            999 V2000
    3.1727    2.9700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4691    2.2001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2662    1.9873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3103    1.1635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0026    0.7149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5404    0.8671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9846    1.3967    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0602    0.2265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8840    0.2705    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6116   -0.4659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9080   -1.2358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3895   -1.8775    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8145   -0.2532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0446   -0.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5247    0.0910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7008    0.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2522   -0.5590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3255    0.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4716    1.0807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5156    1.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2080    2.3532    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.2543    2.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4670    2.9981    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.7741    1.5604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5981    1.5181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1808    2.1020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9163    1.7282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0445    2.5432    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7881    0.9132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9733    0.7834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7705    0.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  6  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
 11 12  1  0  0  0  0
 10 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
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 25 30  1  0  0  0  0
 15 30  1  0  0  0  0
 30 31  1  0  0  0  0
 13 31  1  0  0  0  0
  6 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0243752

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NCC1C(Cl)C2(NC(=N)NC2O)C2C1CN1C(=O)C3=NC(Br)=C(Br)C3C3NC(=N)NC213

> <INCHI_IDENTIFIER>
InChI=1S/C17H20Br2ClN9O2/c18-6-5-7(24-11(6)19)12(30)29-2-4-3(1-21)9(20)16(13(31)26-15(23)27-16)8(4)17(29)10(5)25-14(22)28-17/h3-5,8-10,13,31H,1-2,21H2,(H3,22,25,28)(H3,23,26,27)

> <INCHI_KEY>
ILUMIDOMLAKBGK-UHFFFAOYSA-N

> <FORMULA>
C17H20Br2ClN9O2

> <MOLECULAR_WEIGHT>
577.67

> <EXACT_MASS>
574.979525

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
47.03835536650561

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',9',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0^{1,5}.0^{6,10}.0^{14,18}]octadecane]-7',9'-dien-11'-one

> <JCHEM_LOGP>
-1.985158022421366

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
3

> <JCHEM_PKA>
12.86815976415944

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.642498258986921

> <JCHEM_PKA_STRONGEST_BASIC>
10.604207545760843

> <JCHEM_POLAR_SURFACE_AREA>
174.73999999999998

> <JCHEM_REFRACTIVITY>
147.71970000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',9',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0^{1,5}.0^{6,10}.0^{14,18}]octadecane]-7',9'-dien-11'-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  N   UNK     0       5.922   5.544   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       6.476   4.107   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       7.964   3.710   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       8.046   2.172   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       9.338   1.334   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       6.609   1.619   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       5.571   2.607   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       7.579   0.423   0.000  0.00  0.00           C+0
HETATM    9 Cl   UNK     0       9.117   0.505   0.000  0.00  0.00          Cl+0
HETATM   10  C   UNK     0       6.742  -0.870   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.295  -2.307   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       6.327  -3.505   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       5.254  -0.473   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.817  -1.026   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       2.846   0.170   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       1.308   0.249   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.471  -1.044   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.608   1.620   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      -0.880   2.017   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      -0.962   3.555   0.000  0.00  0.00           C+0
HETATM   21 Br   UNK     0      -2.255   4.393   0.000  0.00  0.00          Br+0
HETATM   22  C   UNK     0       0.475   4.109   0.000  0.00  0.00           C+0
HETATM   23 Br   UNK     0       0.872   5.596   0.000  0.00  0.00          Br+0
HETATM   24  C   UNK     0       1.445   2.913   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.983   2.834   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       4.071   3.924   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0       5.444   3.226   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0       5.683   4.747   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0       5.204   1.705   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0       3.684   1.462   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.172   1.065   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8   31                                             
CONECT    7    6    2                                                       
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13   10   14   31                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   30                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   18   25                                                  
CONECT   25   24   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   25   15   31                                             
CONECT   31   30   13    6                                                  
MASTER        0    0    0    0    0    0    0    0   31    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₀Br₂ClN₉O₂

Average Mass

577.6700 Da

Monoisotopic Mass

574.97952 Da

IUPAC Name

15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',9',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0^{1,5}.0^{6,10}.0^{14,18}]octadecane]-7',9'-dien-11'-one

Traditional Name

15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',9',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0^{1,5}.0^{6,10}.0^{14,18}]octadecane]-7',9'-dien-11'-one

CAS Registry Number

Not Available

SMILES

NCC1C(Cl)C2(NC(=N)NC2O)C2C1CN1C(=O)C3=NC(Br)=C(Br)C3C3NC(=N)NC213

InChI Identifier

InChI=1S/C17H20Br2ClN9O2/c18-6-5-7(24-11(6)19)12(30)29-2-4-3(1-21)9(20)16(13(31)26-15(23)27-16)8(4)17(29)10(5)25-14(22)28-17/h3-5,8-10,13,31H,1-2,21H2,(H3,22,25,28)(H3,23,26,27)

InChI Key

ILUMIDOMLAKBGK-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
Axinella verrucosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indolizidines. These are polycyclic compounds containing an indolizidine, which is a bicyclic heterocycle containing a saturated six-member ring fused to a saturated five-member ring, one of the bridging atoms being nitrogen.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indolizidines

Sub Class

Not Available

Direct Parent

Indolizidines

Alternative Parents

Substituents

Indolizidine
Delta-lactam
Piperidinone
Piperidine
Imidazolidine
Pyrrolidine
Tertiary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Guanidine
Ketimine
Lactam
Alkanolamine
Carboxylic acid derivative
Azacycle
Bromoalkene
Haloalkene
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Vinyl halide
Vinyl bromide
Organopnictogen compound
Organohalogen compound
Primary aliphatic amine
Amine
Alkyl halide
Alkyl chloride
Imine
Hydrocarbon derivative
Organic oxide
Organobromide
Organochloride
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Carbonyl group
Primary amine
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	ChemAxon
pKa (Strongest Acidic)	6.64	ChemAxon
pKa (Strongest Basic)	10.6	ChemAxon
Physiological Charge	3	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	174.74 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	147.72 m³·mol⁻¹	ChemAxon
Polarizability	47.04 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

163026438

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',9',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]octadecane]-7',9'-dien-11'-one (NP0243752)

MOL for NP0243752 (15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',9',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]octadecane]-7',9'-dien-11'-one)

3D MOL for NP0243752 (15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',9',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]octadecane]-7',9'-dien-11'-one)

3D SDF for NP0243752 (15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',9',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]octadecane]-7',9'-dien-11'-one)

3D-SDF for NP0243752 (15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',9',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]octadecane]-7',9'-dien-11'-one)

PDB for NP0243752 (15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',9',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]octadecane]-7',9'-dien-11'-one)

3D PDB for NP0243752 (15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',9',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]octadecane]-7',9'-dien-11'-one)

SMILES for NP0243752 (15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',9',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]octadecane]-7',9'-dien-11'-one)

INCHI for NP0243752 (15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',9',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]octadecane]-7',9'-dien-11'-one)

Structure for NP0243752 (15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',9',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]octadecane]-7',9'-dien-11'-one)

3D Structure for NP0243752 (15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',9',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]octadecane]-7',9'-dien-11'-one)