NP-MRD: Showing NP-Card for 2,3-Dibromostyloguanidine (NP0069458)

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Record Information

Version

2.0

Created at

2022-04-28 14:48:29 UTC

Updated at

2022-04-28 14:48:29 UTC

NP-MRD ID

NP0069458

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,3-Dibromostyloguanidine

Description

(1'R,4R,5S,5'S,14'R,15'S,16'S,18'S)-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]-6'(10'),7'-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. 2,3-Dibromostyloguanidine is found in Stylissa massa and Stylorella aurantium. Based on a literature review very few articles have been published on (1'R,4R,5S,5'S,14'R,15'S,16'S,18'S)-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]-6'(10'),7'-dien-11'-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282216482D          

 31 36  0  0  1  0            999 V2000
    4.0468    2.4916    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0858    3.3157    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3142    3.6075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7982    2.9637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2510    2.2741    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8802    1.5371    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0566    1.4898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6038    2.1794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9746    2.9163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5218    3.6060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8080    1.9618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7690    1.1377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5407    0.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7582    0.0502    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.0793    0.6849    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.4665    0.9567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2363    1.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0665    2.1491    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5780    0.6018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8816    3.5333    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3345    2.8437    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8185    2.1999    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5902    1.9081    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5512    1.0841    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7554    0.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3026    1.5561    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7164    0.0424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2798    2.3610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1585    2.8046    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.1734    4.3050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6510    4.9435    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  2  3  1  1  0  0  0
  3  4  1  0  0  0  0
  5  4  1  1  0  0  0
  1  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
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  2  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
  6 16  1  1  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
  5 18  1  0  0  0  0
 17 19  1  0  0  0  0
  2 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  1 22  1  0  0  0  0
 22 23  1  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
 22 26  1  1  0  0  0
 25 27  1  0  0  0  0
 23 28  1  6  0  0  0
 21 29  1  6  0  0  0
 20 30  1  1  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
   -3.2783   -2.5341    2.2919 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0141   -2.6304    1.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0321   -1.6411    0.4323 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1626   -0.2099    0.9225 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8584    0.1997    1.1259 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4945    0.5649   -0.1844 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3277    1.9423    0.0735 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6424    2.5281   -0.1230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1394    3.7414    0.4409 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3200    1.7774   -0.9023 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5539    0.6211   -1.3129 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9304    0.8195   -2.5372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3951   -0.2411   -0.6774 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8461   -1.6938   -0.4459 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3857   -2.3573    0.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4416   -1.5023   -0.3807 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6631   -1.7748   -1.0177 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0769   -2.9543   -1.2060 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5120   -0.6652   -1.4933 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6908   -0.6646   -2.1335 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0142    0.6225   -2.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6125    1.1757   -3.2321 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.0146    1.4335   -1.8285 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0523    3.3361   -1.9059 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.0597    0.5993   -1.2846 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8244    0.9381   -0.6052 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0705    1.7855    0.5642 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6183    1.2361    1.6311 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7364    1.8692    2.9190 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0201   -0.0153    1.3272 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9670   -0.1380   -0.0869 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0629   -2.3154    1.6507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4995   -3.4558    2.7584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1638   -2.5234    2.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9778   -3.6530    1.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9464   -1.9038   -0.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6478   -0.1516    1.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5597    2.5830    0.3449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6723    3.6677    1.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0096    4.6774    0.0311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2086   -0.2443   -1.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3522    1.6176   -2.4433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2685   -0.1389   -1.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0633   -2.1751   -1.4406 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4833   -3.3961   -0.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4440   -2.4034    1.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2671   -1.4751   -2.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1868    1.5723   -1.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3179    1.4252    3.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2536    2.7674    3.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149   -0.6428    2.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  1
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
  6 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 31 30  1  1
 25 23  1  0
 23 24  1  0
 23 21  2  0
 21 22  1  0
 21 20  1  0
 14  3  1  0
 31 16  1  0
 11  6  1  0
 31 13  1  0
 20 19  1  0
 31 26  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  6
  4 37  1  1
  7 38  1  0
  9 39  1  0
  9 40  1  0
 11 41  1  6
 12 42  1  0
 13 43  1  6
 14 44  1  6
 15 45  1  0
 15 46  1  0
 26 48  1  6
 29 49  1  0
 29 50  1  0
 30 51  1  0
 20 47  1  0
M  END


  Mrv1652304282216482D          

 31 36  0  0  1  0            999 V2000
    4.0468    2.4916    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0858    3.3157    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3142    3.6075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7982    2.9637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2510    2.2741    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8802    1.5371    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0566    1.4898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6038    2.1794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9746    2.9163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5218    3.6060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8080    1.9618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7690    1.1377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5407    0.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7582    0.0502    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.0793    0.6849    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.4665    0.9567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2363    1.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0665    2.1491    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5780    0.6018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8816    3.5333    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3345    2.8437    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8185    2.1999    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5902    1.9081    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5512    1.0841    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7554    0.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3026    1.5561    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7164    0.0424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2798    2.3610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1585    2.8046    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.1734    4.3050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6510    4.9435    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  2  3  1  1  0  0  0
  3  4  1  0  0  0  0
  5  4  1  1  0  0  0
  1  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
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  2  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
  6 16  1  1  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
  5 18  1  0  0  0  0
 17 19  1  0  0  0  0
  2 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  1 22  1  0  0  0  0
 22 23  1  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
 22 26  1  1  0  0  0
 25 27  1  0  0  0  0
 23 28  1  6  0  0  0
 21 29  1  6  0  0  0
 20 30  1  1  0  0  0
 30 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0069458

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC[C@H]1[C@H](Cl)[C@@]2(NC(N)=N[C@H]2O)[C@@H]2[C@H]1CN1C(=O)C3=C([C@@H]4N=C(N)N[C@]214)C(Br)=C(Br)N3

> <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/h3-4,8-10,13,24,31H,1-2,21H2,(H3,22,25,28)(H3,23,26,27)/t3-,4+,8+,9+,10+,13+,16+,17-/m1/s1

> <INCHI_KEY>
NESAUEBZIXIZGX-AZUBWKKGSA-N

> <FORMULA>
C17H20Br2ClN9O2

> <MOLECULAR_WEIGHT>
577.67

> <EXACT_MASS>
574.979525

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
47.78943977469411

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
0.21

> <JCHEM_LOGP>
-1.2794559913658563

> <ALOGPS_LOGS>
-3.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
3

> <JCHEM_PKA>
11.983034638868034

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.248596565524949

> <JCHEM_PKA_STRONGEST_BASIC>
9.896478010813379

> <JCHEM_POLAR_SURFACE_AREA>
183.17000000000002

> <JCHEM_REFRACTIVITY>
117.66369999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.80e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       7.554   4.651   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.627   6.189   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.186   6.734   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       5.223   5.532   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       6.069   4.245   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.376   2.869   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.839   2.781   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.994   4.068   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.686   5.444   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.841   6.731   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0       1.508   3.662   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       1.435   2.124   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.876   1.579   0.000  0.00  0.00           C+0
HETATM   14 Br   UNK     0       3.282   0.094   0.000  0.00  0.00          Br+0
HETATM   15 Br   UNK     0       0.148   1.279   0.000  0.00  0.00          Br+0
HETATM   16  N   UNK     0       6.471   1.786   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       7.908   2.285   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       7.591   4.012   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0       8.546   1.123   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       9.112   6.595   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.958   5.308   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.995   4.106   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.435   3.562   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0      10.362   2.024   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       8.877   1.617   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       8.032   2.905   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0       8.804   0.079   0.000  0.00  0.00           N+0
HETATM   28  O   UNK     0      11.722   4.407   0.000  0.00  0.00           O+0
HETATM   29 Cl   UNK     0      11.496   5.235   0.000  0.00  0.00          Cl+0
HETATM   30  C   UNK     0       9.657   8.036   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0       8.682   9.228   0.000  0.00  0.00           N+0
CONECT    1    2    5   22                                                  
CONECT    2    1    3   20                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    1    6   18                                             
CONECT    6    5    7   16                                                  
CONECT    7    6    8   13                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8    4   10                                                  
CONECT   10    9                                                            
CONECT   11    8   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12    7   14                                                  
CONECT   14   13                                                            
CONECT   15   12                                                            
CONECT   16    6   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17    5                                                       
CONECT   19   17                                                            
CONECT   20    2   21   30                                                  
CONECT   21   20   22   29                                                  
CONECT   22   21    1   23   26                                             
CONECT   23   22   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25   22                                                       
CONECT   27   25                                                            
CONECT   28   23                                                            
CONECT   29   21                                                            
CONECT   30   20   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

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

Traditional Name

CAS Registry Number

Not Available

SMILES

NC[C@H]1[C@H](Cl)[C@@]2(NC(N)=N[C@H]2O)[C@@H]2[C@H]1CN1C(=O)C3=C([C@@H]4N=C(N)N[C@]214)C(Br)=C(Br)N3

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/h3-4,8-10,13,24,31H,1-2,21H2,(H3,22,25,28)(H3,23,26,27)/t3-,4+,8+,9+,10+,13+,16+,17-/m1/s1

InChI Key

NESAUEBZIXIZGX-AZUBWKKGSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Stylissa massa	LOTUS Database	35616633
Stylorella aurantium	-	KNApSAcK

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
Aralkylamine
Substituted pyrrole
Aryl halide
Aryl bromide
Heteroaromatic compound
Tertiary carboxylic acid amide
Pyrrolidine
Pyrrole
Imidazolidine
Lactam
Guanidine
Amino acid or derivatives
Azacycle
Organoheterocyclic compound
Carboximidamide
Alkanolamine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Organochloride
Organobromide
Organohalogen compound
Primary aliphatic amine
Imine
Amine
Alkyl halide
Alkyl chloride
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	0.21	ALOGPS
logP	-1.3	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	11.25	ChemAxon
pKa (Strongest Basic)	9.9	ChemAxon
Physiological Charge	3	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	183.17 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	117.66 m³·mol⁻¹	ChemAxon
Polarizability	47.79 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

162907126

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 2,3-Dibromostyloguanidine (NP0069458)

MOL for NP0069458 (2,3-Dibromostyloguanidine)

3D MOL for NP0069458 (2,3-Dibromostyloguanidine)

3D SDF for NP0069458 (2,3-Dibromostyloguanidine)

3D-SDF for NP0069458 (2,3-Dibromostyloguanidine)

PDB for NP0069458 (2,3-Dibromostyloguanidine)

3D PDB for NP0069458 (2,3-Dibromostyloguanidine)

SMILES for NP0069458 (2,3-Dibromostyloguanidine)

INCHI for NP0069458 (2,3-Dibromostyloguanidine)

Structure for NP0069458 (2,3-Dibromostyloguanidine)

3D Structure for NP0069458 (2,3-Dibromostyloguanidine)