NP-MRD: Showing NP-Card for 15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',6',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]octadecane]-7',9'-dien-11'-one (NP0151380)

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Record Information

Version

2.0

Created at

2022-09-02 07:41:13 UTC

Updated at

2022-09-02 07:41:13 UTC

NP-MRD ID

NP0151380

Secondary Accession Numbers

None

Natural Product Identification

Common Name

15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',6',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',6',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 2-heteroaryl carboxamides. 2-Heteroaryl carboxamides are compounds containing a heteroaromatic ring that carries a carboxamide group. 15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',6',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 and Stylissa massa. 15'-(Aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',6',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]Octadecane]-7',9'-dien-11'-one is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161509192D          

 31 36  0  0  0  0            999 V2000
    3.3687   -1.8976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8912   -1.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5994   -0.4874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8036   -0.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0319   -0.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5160    0.0822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6923    0.1295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2395   -0.5601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3215    0.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4743    1.0841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5133    1.9081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2029    2.3610    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.2584    2.1999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4760    2.9957    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.7744    1.5561    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5980    1.5088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1843    2.0892    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9541    1.8217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2957    2.4441    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7843    0.8967    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9688    0.7718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7646    0.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5363    0.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0204    1.4898    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4732    2.1794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4342    3.0035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2690    1.9618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3080    1.1377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9976    0.6849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0522    0.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8763    0.2412    0.0000 Cl  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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
  6 21  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
  4 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 23 30  1  0  0  0  0
  3 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END

     RDKit          3D

 51 56  0  0  0  0  0  0  0  0999 V2000
    2.1832    2.4166   -3.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5204    1.4894   -3.4633 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2939    0.9171   -2.3245 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7247   -0.3637   -1.8868 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8822   -0.7670   -0.7571 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7820   -1.1344    0.3213 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7556   -0.6136    1.5487 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7263   -1.1687    2.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3747   -2.0719    1.5778 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8311   -3.1695    2.1329 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.7897   -2.0456    0.3297 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3508   -3.1413   -1.1209 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.7778    0.4187    1.8696 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7552    0.9141    3.0474 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8883    0.8330    0.8594 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2185    1.7616    0.8586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8948    1.6158   -0.4881 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3761    1.5465   -0.4227 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9893    2.5776    0.4858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6322    3.8863   -0.0102 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6627    0.1398   -0.0302 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9957   -0.4517   -1.0396 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3671   -0.6662   -0.2536 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7875   -1.8125   -1.0307 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4939   -2.6542   -0.1391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2125   -3.7050   -0.3949 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3359   -4.0412   -1.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2920   -2.1477    1.1950 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0785   -1.3183    1.0528 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0495   -2.2088    1.1000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4320    0.2239   -0.8861 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9860    0.3327   -0.4632 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5505    1.4556   -1.2423 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5128   -0.8792   -2.3361 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3788   -1.6955   -1.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9313   -0.9378    3.3873 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1479    2.8325    0.8781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8893    1.6841    1.7101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5855    2.3915   -1.2184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7619    1.7852   -1.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7707    2.4472    1.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1067    2.4954    0.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4828    3.8547   -1.0429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8694    4.3437    0.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9999    0.1251    1.0043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6099   -1.9789   -2.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8859   -2.3570    1.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0570   -0.6855    1.9311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2736   -3.1341    1.3090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4638    0.1660   -1.9958 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4318    2.4950   -1.0435 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  6
 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  6
 21 45  1  1
 24 46  1  0
 26 27  1  0
 28 47  1  0
 29 48  1  1
 30 49  1  0
 31 50  1  6
 17 39  1  6
 16 37  1  0
 16 38  1  0
  8 36  1  0
  5 35  1  6
  4 34  1  0
  2  1  1  0
 33 51  1  0
M  END


  Mrv1533004161509192D          

 31 36  0  0  0  0            999 V2000
    3.3687   -1.8976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8912   -1.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5994   -0.4874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8036   -0.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0319   -0.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5160    0.0822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6923    0.1295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2395   -0.5601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3215    0.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4743    1.0841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5133    1.9081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2029    2.3610    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.2584    2.1999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4760    2.9957    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.7744    1.5561    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5980    1.5088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1843    2.0892    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9541    1.8217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2957    2.4441    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7843    0.8967    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9688    0.7718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7646    0.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5363    0.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0204    1.4898    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4732    2.1794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4342    3.0035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2690    1.9618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3080    1.1377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9976    0.6849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0522    0.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8763    0.2412    0.0000 Cl  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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
  6 21  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
  4 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 23 30  1  0  0  0  0
  3 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0151380

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NCC1C(Cl)C2(NC(=N)NC2O)C2C1CN1C(=O)C3=CC(Br)=C(Br)N3C3NC(=N)NC213

> <INCHI_IDENTIFIER>
InChI=1S/C17H20Br2ClN9O2/c18-6-1-7-11(30)28-3-5-4(2-21)9(20)16(13(31)25-15(23)26-16)8(5)17(28)12(24-14(22)27-17)29(7)10(6)19/h1,4-5,8-9,12-13,31H,2-3,21H2,(H3,22,24,27)(H3,23,25,26)

> <INCHI_KEY>
FMCRVSBHPOUDPH-UHFFFAOYSA-N

> <FORMULA>
C17H20Br2ClN9O2

> <MOLECULAR_WEIGHT>
577.67

> <EXACT_MASS>
574.979525

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
47.43861979104078

> <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',6',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]octadecane]-7',9'-dien-11'-one

> <ALOGPS_LOGP>
-0.04

> <JCHEM_LOGP>
-0.33324180700000017

> <ALOGPS_LOGS>
-2.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
3

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.864922953914828

> <JCHEM_PKA_STRONGEST_BASIC>
9.874533928238694

> <JCHEM_POLAR_SURFACE_AREA>
167.31

> <JCHEM_REFRACTIVITY>
137.6898

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.24e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',6',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]octadecane]-7',9'-dien-11'-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  N   UNK     0       6.288  -3.542   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       7.264  -2.350   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.719  -0.910   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.233  -0.504   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.793  -1.048   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       2.830   0.153   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       1.292   0.242   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.447  -1.045   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.600   1.617   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.885   2.024   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.958   3.562   0.000  0.00  0.00           C+0
HETATM   12 Br   UNK     0      -2.245   4.407   0.000  0.00  0.00          Br+0
HETATM   13  C   UNK     0       0.482   4.106   0.000  0.00  0.00           C+0
HETATM   14 Br   UNK     0       0.888   5.592   0.000  0.00  0.00          Br+0
HETATM   15  N   UNK     0       1.445   2.905   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       2.983   2.816   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       4.077   3.900   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       5.514   3.400   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       6.152   4.562   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       5.197   1.674   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       3.675   1.441   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.161   1.035   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.601   1.579   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       5.638   2.781   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       6.483   4.068   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       6.410   5.606   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0       7.969   3.662   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0       8.042   2.124   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       9.329   1.279   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       7.564   0.377   0.000  0.00  0.00           C+0
HETATM   31 Cl   UNK     0       9.102   0.450   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   30                                                  
CONECT    4    3    5   22                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   21                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13    9   16                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20    6   16   22                                             
CONECT   22   21    4   23                                                  
CONECT   23   22   24   28   30                                             
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   23   29                                                  
CONECT   29   28                                                            
CONECT   30   23    3   31                                                  
CONECT   31   30                                                            
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',6',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]octadecane]-7',9'-dien-11'-one

Traditional Name

15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',6',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]octadecane]-7',9'-dien-11'-one

CAS Registry Number

Not Available

SMILES

NCC1C(Cl)C2(NC(=N)NC2O)C2C1CN1C(=O)C3=CC(Br)=C(Br)N3C3NC(=N)NC213

InChI Identifier

InChI=1S/C17H20Br2ClN9O2/c18-6-1-7-11(30)28-3-5-4(2-21)9(20)16(13(31)25-15(23)26-16)8(5)17(28)12(24-14(22)27-17)29(7)10(6)19/h1,4-5,8-9,12-13,31H,2-3,21H2,(H3,22,24,27)(H3,23,25,26)

InChI Key

FMCRVSBHPOUDPH-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
Stylissa massa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-heteroaryl carboxamides. 2-Heteroaryl carboxamides are compounds containing a heteroaromatic ring that carries a carboxamide group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

2-heteroaryl carboxamides

Alternative Parents

Substituents

2-heteroaryl carboxamide
Aryl bromide
Aryl halide
Substituted pyrrole
Imidazolidine
Heteroaromatic compound
Pyrrole
Pyrrolidine
Tertiary carboxylic acid amide
Amino acid or derivatives
Guanidine
Lactam
Alkanolamine
Azacycle
Organoheterocyclic compound
Carboximidamide
Amine
Organonitrogen compound
Organochloride
Organobromide
Organohalogen compound
Primary aliphatic amine
Alkyl chloride
Imine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Primary amine
Alkyl halide
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	-0.04	ALOGPS
logP	-0.33	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	12.86	ChemAxon
pKa (Strongest Basic)	9.87	ChemAxon
Physiological Charge	3	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	167.31 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	137.69 m³·mol⁻¹	ChemAxon
Polarizability	47.44 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

73193175

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',6',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]octadecane]-7',9'-dien-11'-one (NP0151380)

MOL for NP0151380 (15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',6',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]octadecane]-7',9'-dien-11'-one)

3D MOL for NP0151380 (15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',6',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]octadecane]-7',9'-dien-11'-one)

3D SDF for NP0151380 (15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',6',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]octadecane]-7',9'-dien-11'-one)

3D-SDF for NP0151380 (15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',6',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]octadecane]-7',9'-dien-11'-one)

PDB for NP0151380 (15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',6',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]octadecane]-7',9'-dien-11'-one)

3D PDB for NP0151380 (15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',6',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]octadecane]-7',9'-dien-11'-one)

SMILES for NP0151380 (15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',6',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]octadecane]-7',9'-dien-11'-one)

INCHI for NP0151380 (15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',6',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]octadecane]-7',9'-dien-11'-one)

Structure for NP0151380 (15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',6',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]octadecane]-7',9'-dien-11'-one)

3D Structure for NP0151380 (15'-(aminomethyl)-7',8'-dibromo-16'-chloro-5-hydroxy-2,3'-diimino-2',4',6',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]octadecane]-7',9'-dien-11'-one)