NP-MRD: Showing NP-Card for Gonadotropin releasing hormone (NP0339131)

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Record Information

Version

2.0

Created at

2024-09-11 19:49:52 UTC

Updated at

2024-09-11 19:49:52 UTC

NP-MRD ID

NP0339131

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Gonadotropin releasing hormone

Description

Gonadotropin releasing hormone, also known as GNRH or gonadoliberin, belongs to the class of organic compounds known as polypeptides. These are peptides containing ten or more amino acid residues. Gonadotropin releasing hormone is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652303102016472D          

 86 90  0  0  1  0            999 V2000
   19.8447  -11.0177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9447  -11.8367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7038  -12.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2854  -12.3327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5262  -12.0098    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.8670  -12.5058    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1078  -12.1829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0855  -11.4885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4486  -12.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6893  -12.3560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0301  -12.8520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2709  -12.5291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652303102016472D          

 86 90  0  0  1  0            999 V2000
   19.8447  -11.0177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.3895   -9.8992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7302  -10.3952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2895   -9.0803    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6448   -9.3799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4039   -9.7028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5448   -8.5609    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8235   -8.1604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9816   -7.3507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8005   -7.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1486   -7.9987    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.9583   -8.1568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5000   -7.5345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2264   -8.9370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6847   -9.5592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9527  -10.3395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7624  -10.4975    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4110  -10.9617    0.0000 O   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
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  5 62  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  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 22  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 21  2  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 28  1  0  0  0  0
 26 27  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 42  1  1  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 41  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 41  2  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 52  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 47 51  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
 50 51  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  2  0  0  0  0
 53 55  1  0  0  0  0
 55 56  1  0  0  0  0
 55 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 59 61  2  0  0  0  0
 62 63  2  0  0  0  0
 62 64  1  0  0  0  0
 64 65  1  0  0  0  0
 65 66  1  6  0  0  0
 65 73  1  0  0  0  0
 66 67  1  0  0  0  0
 67 68  1  0  0  0  0
 68 69  1  0  0  0  0
 69 70  1  0  0  0  0
 70 71  1  0  0  0  0
 70 72  2  0  0  0  0
 73 74  2  0  0  0  0
 73 75  1  0  0  0  0
 75 76  1  0  0  0  0
 75 79  1  0  0  0  0
 76 77  1  0  0  0  0
 77 78  1  0  0  0  0
 78 79  1  0  0  0  0
 79 80  1  6  0  0  0
 80 81  2  0  0  0  0
 80 82  1  0  0  0  0
 82 83  1  0  0  0  0
 83 84  1  0  0  0  0
 84 85  1  0  0  0  0
 84 86  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0339131

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C[C@H](NC(=O)CNC(=O)[C@H](CC1=CC=C(O)C=C1)NC(=O)[C@H](CO)NC(=O)[C@H](CC1=CNC2=C1C=CC=C2)NC(=O)C(CC1=CN=CN1)NC(=O)C(N)CCC(O)=O)C(=O)N[C@H](CCCNC(N)=N)C(=O)N1CCC[C@@H]1C(=O)NCC(N)=O

> <INCHI_IDENTIFIER>
InChI=1S/C55H77N17O14/c1-29(2)19-38(49(81)67-37(9-5-17-61-55(58)59)54(86)72-18-6-10-43(72)53(85)63-25-44(57)75)66-45(76)26-64-48(80)39(20-30-11-13-33(74)14-12-30)69-52(84)42(27-73)71-50(82)40(21-31-23-62-36-8-4-3-7-34(31)36)70-51(83)41(22-32-24-60-28-65-32)68-47(79)35(56)15-16-46(77)78/h3-4,7-8,11-14,23-24,28-29,35,37-43,62,73-74H,5-6,9-10,15-22,25-27,56H2,1-2H3,(H2,57,75)(H,60,65)(H,63,85)(H,64,80)(H,66,76)(H,67,81)(H,68,79)(H,69,84)(H,70,83)(H,71,82)(H,77,78)(H4,58,59,61)/t35?,37-,38+,39+,40+,41?,42+,43-/m1/s1

> <INCHI_KEY>
KTVPQHFLYINKPT-BWHZHEQWSA-N

> <FORMULA>
C55H77N17O14

> <MOLECULAR_WEIGHT>
1200.3054

> <EXACT_MASS>
1199.583590257

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
163

> <JCHEM_AVERAGE_POLARIZABILITY>
123.01680388148829

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
18

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-amino-4-[(1-{[(1S)-1-{[(1S)-1-{[(1S)-1-[({[(1S)-1-{[(2R)-5-carbamimidamido-1-[(2R)-2-[(carbamoylmethyl)carbamoyl]pyrrolidin-1-yl]-1-oxopentan-2-yl]carbamoyl}-3-methylbutyl]carbamoyl}methyl)carbamoyl]-2-(4-hydroxyphenyl)ethyl]carbamoyl}-2-hydroxyethyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}-2-(1H-imidazol-5-yl)ethyl)carbamoyl]butanoic acid

> <ALOGPS_LOGP>
-1.56

> <JCHEM_LOGP>
-7.621139140459381

> <ALOGPS_LOGS>
-4.52

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
9.518803880765219

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5120570911225446

> <JCHEM_PKA_STRONGEST_BASIC>
11.553664367444144

> <JCHEM_POLAR_SURFACE_AREA>
506.34999999999985

> <JCHEM_REFRACTIVITY>
315.99800000000016

> <JCHEM_ROTATABLE_BOND_COUNT>
34

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.58e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-amino-4-[(1-{[(1S)-1-{[(1S)-1-{[(1S)-1-[({[(1S)-1-{[(2R)-5-carbamimidamido-1-[(2R)-2-(carbamoylmethylcarbamoyl)pyrrolidin-1-yl]-1-oxopentan-2-yl]carbamoyl}-3-methylbutyl]carbamoyl}methyl)carbamoyl]-2-(4-hydroxyphenyl)ethyl]carbamoyl}-2-hydroxyethyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}-2-(3H-imidazol-4-yl)ethyl)carbamoyl]butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  C   UNK     0      37.043 -20.566   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      37.230 -22.095   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      38.647 -22.698   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      35.999 -23.021   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      34.582 -22.418   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      33.352 -23.344   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      31.935 -22.741   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      31.893 -21.445   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      30.704 -23.667   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      29.287 -23.065   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      28.056 -23.990   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      26.639 -23.388   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      28.243 -25.519   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      29.660 -26.122   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      29.847 -27.651   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      31.264 -28.253   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      31.450 -29.782   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      30.220 -30.708   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      30.406 -32.218   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      28.802 -30.105   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      28.616 -28.576   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      27.012 -26.445   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      27.199 -27.974   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      28.252 -28.307   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      25.968 -28.900   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      24.392 -28.220   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      24.192 -26.515   0.000  0.00  0.00           O+0
HETATM   28  N   UNK     0      26.344 -30.233   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      25.231 -31.374   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      23.686 -30.981   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      25.663 -32.908   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      24.551 -34.050   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      23.058 -33.670   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      21.874 -34.655   0.000  0.00  0.00           C+0
HETATM   35  N   UNK     0      20.572 -33.833   0.000  0.00  0.00           N+0
HETATM   36  C   UNK     0      20.951 -32.340   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      20.096 -31.059   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      20.777 -29.678   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      22.314 -29.578   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      23.170 -30.859   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      22.488 -32.240   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0      27.208 -33.301   0.000  0.00  0.00           N+0
HETATM   43  C   UNK     0      27.626 -34.783   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      29.118 -35.163   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      26.551 -35.886   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      25.059 -35.507   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      23.984 -36.609   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      24.244 -38.127   0.000  0.00  0.00           C+0
HETATM   49  N   UNK     0      22.881 -38.844   0.000  0.00  0.00           N+0
HETATM   50  C   UNK     0      21.778 -37.769   0.000  0.00  0.00           C+0
HETATM   51  N   UNK     0      22.460 -36.388   0.000  0.00  0.00           N+0
HETATM   52  N   UNK     0      26.969 -37.368   0.000  0.00  0.00           N+0
HETATM   53  C   UNK     0      28.461 -37.748   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      29.536 -36.645   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0      28.879 -39.230   0.000  0.00  0.00           C+0
HETATM   56  N   UNK     0      27.804 -40.333   0.000  0.00  0.00           N+0
HETATM   57  C   UNK     0      30.371 -39.610   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      31.446 -38.507   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      32.939 -38.886   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0      34.013 -37.784   0.000  0.00  0.00           O+0
HETATM   61  O   UNK     0      33.356 -40.369   0.000  0.00  0.00           O+0
HETATM   62  C   UNK     0      34.396 -20.889   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0      32.978 -20.287   0.000  0.00  0.00           O+0
HETATM   64  N   UNK     0      35.626 -19.964   0.000  0.00  0.00           N+0
HETATM   65  C   UNK     0      35.440 -18.435   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      34.022 -17.832   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      32.792 -18.758   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0      31.375 -18.155   0.000  0.00  0.00           C+0
HETATM   69  N   UNK     0      30.144 -19.081   0.000  0.00  0.00           N+0
HETATM   70  C   UNK     0      28.727 -18.479   0.000  0.00  0.00           C+0
HETATM   71  N   UNK     0      27.496 -19.404   0.000  0.00  0.00           N+0
HETATM   72  N   UNK     0      28.540 -16.950   0.000  0.00  0.00           N+0
HETATM   73  C   UNK     0      36.670 -17.509   0.000  0.00  0.00           C+0
HETATM   74  O   UNK     0      38.087 -18.112   0.000  0.00  0.00           O+0
HETATM   75  N   UNK     0      36.484 -15.980   0.000  0.00  0.00           N+0
HETATM   76  C   UNK     0      35.137 -15.233   0.000  0.00  0.00           C+0
HETATM   77  C   UNK     0      35.432 -13.721   0.000  0.00  0.00           C+0
HETATM   78  C   UNK     0      36.961 -13.535   0.000  0.00  0.00           C+0
HETATM   79  C   UNK     0      37.611 -14.931   0.000  0.00  0.00           C+0
HETATM   80  C   UNK     0      39.122 -15.226   0.000  0.00  0.00           C+0
HETATM   81  O   UNK     0      40.133 -14.064   0.000  0.00  0.00           O+0
HETATM   82  N   UNK     0      39.623 -16.682   0.000  0.00  0.00           N+0
HETATM   83  C   UNK     0      38.611 -17.844   0.000  0.00  0.00           C+0
HETATM   84  C   UNK     0      39.112 -19.300   0.000  0.00  0.00           C+0
HETATM   85  N   UNK     0      40.623 -19.595   0.000  0.00  0.00           N+0
HETATM   86  O   UNK     0      38.101 -20.462   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   62                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   22                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   15   20                                                       
CONECT   22   13   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   28                                                  
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28   25   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   42                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   41                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   41                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   33   36   40                                                  
CONECT   42   31   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   46   52                                                  
CONECT   46   45   47                                                       
CONECT   47   46   48   51                                                  
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   47   50                                                       
CONECT   52   45   53                                                       
CONECT   53   52   54   55                                                  
CONECT   54   53                                                            
CONECT   55   53   56   57                                                  
CONECT   56   55                                                            
CONECT   57   55   58                                                       
CONECT   58   57   59                                                       
CONECT   59   58   60   61                                                  
CONECT   60   59                                                            
CONECT   61   59                                                            
CONECT   62    5   63   64                                                  
CONECT   63   62                                                            
CONECT   64   62   65                                                       
CONECT   65   64   66   73                                                  
CONECT   66   65   67                                                       
CONECT   67   66   68                                                       
CONECT   68   67   69                                                       
CONECT   69   68   70                                                       
CONECT   70   69   71   72                                                  
CONECT   71   70                                                            
CONECT   72   70                                                            
CONECT   73   65   74   75                                                  
CONECT   74   73                                                            
CONECT   75   73   76   79                                                  
CONECT   76   75   77                                                       
CONECT   77   76   78                                                       
CONECT   78   77   79                                                       
CONECT   79   75   78   80                                                  
CONECT   80   79   81   82                                                  
CONECT   81   80                                                            
CONECT   82   80   83                                                       
CONECT   83   82   84                                                       
CONECT   84   83   85   86                                                  
CONECT   85   84                                                            
CONECT   86   84                                                            
MASTER        0    0    0    0    0    0    0    0   86    0  180    0
END

View in JSmol

Synonyms

Value	Source
(Pyro)glu-his-TRP-ser-tyr-gly-leu-arg-pro-gly-NH2	HMDB
GNRH	HMDB
Gonadoliberin	HMDB
lH-RH	HMDB
Luteinizing hormone-releasing hormone	HMDB
PGlu-his-TRP-ser-tyr-gly-leu-arg-pro-gly-NH2	HMDB
4-Amino-4-[(1-{[(1S)-1-{[(1S)-1-{[(1S)-1-[({[(1S)-1-{[(2R)-5-carbamimidamido-1-[(2R)-2-{[(C-hydroxycarbonimidoyl)methyl]-C-hydroxycarbonimidoyl}pyrrolidin-1-yl]-1-oxopentan-2-yl]-C-hydroxycarbonimidoyl}-3-methylbutyl]-C-hydroxycarbonimidoyl}methyl)-C-hydroxycarbonimidoyl]-2-(4-hydroxyphenyl)ethyl]-C-hydroxycarbonimidoyl}-2-hydroxyethyl]-C-hydroxycarbonimidoyl}-2-(1H-indol-3-yl)ethyl]-C-hydroxycarbonimidoyl}-2-(1H-imidazol-5-yl)ethyl)-C-hydroxycarbonimidoyl]butanoate	Generator

Chemical Formula

C₅₅H₇₇N₁₇O₁₄

Average Mass

1200.3054 Da

Monoisotopic Mass

1199.58359 Da

IUPAC Name

4-amino-4-[(1-{[(1S)-1-{[(1S)-1-{[(1S)-1-[({[(1S)-1-{[(2R)-5-carbamimidamido-1-[(2R)-2-[(carbamoylmethyl)carbamoyl]pyrrolidin-1-yl]-1-oxopentan-2-yl]carbamoyl}-3-methylbutyl]carbamoyl}methyl)carbamoyl]-2-(4-hydroxyphenyl)ethyl]carbamoyl}-2-hydroxyethyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}-2-(1H-imidazol-5-yl)ethyl)carbamoyl]butanoic acid

Traditional Name

4-amino-4-[(1-{[(1S)-1-{[(1S)-1-{[(1S)-1-[({[(1S)-1-{[(2R)-5-carbamimidamido-1-[(2R)-2-(carbamoylmethylcarbamoyl)pyrrolidin-1-yl]-1-oxopentan-2-yl]carbamoyl}-3-methylbutyl]carbamoyl}methyl)carbamoyl]-2-(4-hydroxyphenyl)ethyl]carbamoyl}-2-hydroxyethyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}-2-(3H-imidazol-4-yl)ethyl)carbamoyl]butanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)C[C@H](NC(=O)CNC(=O)[C@H](CC1=CC=C(O)C=C1)NC(=O)[C@H](CO)NC(=O)[C@H](CC1=CNC2=C1C=CC=C2)NC(=O)C(CC1=CN=CN1)NC(=O)C(N)CCC(O)=O)C(=O)N[C@H](CCCNC(N)=N)C(=O)N1CCC[C@@H]1C(=O)NCC(N)=O

InChI Identifier

InChI=1S/C55H77N17O14/c1-29(2)19-38(49(81)67-37(9-5-17-61-55(58)59)54(86)72-18-6-10-43(72)53(85)63-25-44(57)75)66-45(76)26-64-48(80)39(20-30-11-13-33(74)14-12-30)69-52(84)42(27-73)71-50(82)40(21-31-23-62-36-8-4-3-7-34(31)36)70-51(83)41(22-32-24-60-28-65-32)68-47(79)35(56)15-16-46(77)78/h3-4,7-8,11-14,23-24,28-29,35,37-43,62,73-74H,5-6,9-10,15-22,25-27,56H2,1-2H3,(H2,57,75)(H,60,65)(H,63,85)(H,64,80)(H,66,76)(H,67,81)(H,68,79)(H,69,84)(H,70,83)(H,71,82)(H,77,78)(H4,58,59,61)/t35?,37-,38+,39+,40+,41?,42+,43-/m1/s1

InChI Key

KTVPQHFLYINKPT-BWHZHEQWSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as polypeptides. These are peptides containing ten or more amino acid residues.

Kingdom

Organic compounds

Super Class

Organic Polymers

Class

Polypeptides

Sub Class

Not Available

Direct Parent

Polypeptides

Alternative Parents

Substituents

Polypeptide
Alpha peptide
Tyrosine or derivatives
Phenylalanine or derivatives
Histidine or derivatives
Glutamic acid or derivatives
Leucine or derivatives
N-acyl-alpha amino acid or derivatives
Proline or derivatives
Serine or derivatives
Triptan
Alpha-amino acid amide
3-alkylindole
N-substituted-alpha-amino acid
Amphetamine or derivatives
Alpha-amino acid or derivatives
Indole or derivatives
Indole
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine-2-carboxamide
Imidazolyl carboxylic acid derivative
N-acylpyrrolidine
1-hydroxy-2-unsubstituted benzenoid
Amino fatty acid
Phenol
Hydroxy fatty acid
Substituted pyrrole
Fatty amide
Fatty acyl
Monocyclic benzene moiety
N-acyl-amine
Benzenoid
Pyrrolidine
Pyrrole
Heteroaromatic compound
Tertiary carboxylic acid amide
Azole
Imidazole
Amino acid or derivatives
Amino acid
Carboxamide group
Guanidine
Secondary carboxylic acid amide
Primary carboxylic acid amide
Monocarboxylic acid or derivatives
Azacycle
Carboximidamide
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Carboxylic acid derivative
Organoheterocyclic compound
Carboxylic acid
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Amine
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Primary aliphatic amine
Alcohol
Primary amine
Primary alcohol
Organooxygen compound
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	-1.6	ALOGPS
logP	-7.6	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	3.51	ChemAxon
pKa (Strongest Basic)	11.55	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	18	ChemAxon
Polar Surface Area	506.35 Å²	ChemAxon
Rotatable Bond Count	34	ChemAxon
Refractivity	316 m³·mol⁻¹	ChemAxon
Polarizability	123.02 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0012965

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB029226

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C07612

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Gonadotropin-releasing hormone

METLIN ID

Not Available

PubChem Compound

53481562

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Gonadotropin releasing hormone (NP0339131)

MOL for NP0339131 (Gonadotropin releasing hormone)

3D MOL for NP0339131 (Gonadotropin releasing hormone)

3D SDF for NP0339131 (Gonadotropin releasing hormone)

3D-SDF for NP0339131 (Gonadotropin releasing hormone)

PDB for NP0339131 (Gonadotropin releasing hormone)

3D PDB for NP0339131 (Gonadotropin releasing hormone)

SMILES for NP0339131 (Gonadotropin releasing hormone)

INCHI for NP0339131 (Gonadotropin releasing hormone)

Structure for NP0339131 (Gonadotropin releasing hormone)

3D Structure for NP0339131 (Gonadotropin releasing hormone)