NP-MRD: Showing NP-Card for 3-{[1-({4-[(3-aminopropyl)amino]butyl}-c-hydroxycarbonimidoyl)-2-phenylethyl]-c-hydroxycarbonimidoyl}oxirane-2-carboxylic acid (NP0318565)

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Record Information

Version

2.0

Created at

2022-09-11 19:08:14 UTC

Updated at

2022-09-11 19:08:14 UTC

NP-MRD ID

NP0318565

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-{[1-({4-[(3-aminopropyl)amino]butyl}-c-hydroxycarbonimidoyl)-2-phenylethyl]-c-hydroxycarbonimidoyl}oxirane-2-carboxylic acid

Description

3-{[1-({4-[(3-Aminopropyl)amino]butyl}-C-hydroxycarbonimidoyl)-2-phenylethyl]-C-hydroxycarbonimidoyl}oxirane-2-carboxylic acid belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. 3-{[1-({4-[(3-Aminopropyl)amino]butyl}-C-hydroxycarbonimidoyl)-2-phenylethyl]-C-hydroxycarbonimidoyl}oxirane-2-carboxylic acid is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171518122D          

 29 30  0  0  0  0            999 V2000
   -7.9243   -1.3800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5211   -1.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7415   -1.3800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1179   -0.8399    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3383   -1.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7147   -0.5698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9351   -0.8399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3115   -0.2998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5319   -0.5698    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083   -0.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0642    0.7804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1287   -0.2998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4949    0.2403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3390    1.0504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4406    1.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5965    2.1306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0272    2.6707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8067    2.4007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9626    1.5905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0272   -1.1099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5965   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3760   -1.3800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4406   -2.4601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7106   -3.2397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0995   -3.0838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8791   -3.3538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0350   -4.1640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5027   -2.8137    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
  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  1  0  0  0  0
  8  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  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 13 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 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
M  END

     RDKit          3D

 59 60  0  0  0  0  0  0  0  0999 V2000
    7.8749    0.7574   -2.4682 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0489   -0.4333   -2.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2777   -0.2164   -0.9894 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4319    1.0321   -1.1307 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6657    1.3282    0.0399 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6116    0.4084    0.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5098    0.5129   -0.6957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9149    1.9048   -0.7479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3200    2.2798    0.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2766    1.4062    1.0123 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9318    1.1959    0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1240    1.7892   -0.7827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9492    0.2720    0.8140 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4503   -1.1571    0.8734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5123   -2.0448    1.4134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6007   -2.2831    2.7846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5801   -3.1034    3.2992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4993   -3.7133    2.4959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4349   -3.4933    1.1274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4433   -2.6642    0.6141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0791    0.2606   -0.1171 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3827    0.5709    0.3131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5719    0.8622    1.5311 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5035    0.5574   -0.6328 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5647   -0.4747   -1.5671 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2269    0.8439   -2.0469 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3013    1.4683   -2.8872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9651    2.1226   -3.9048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6415    1.3412   -2.5694 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3807    0.9759   -1.5907 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5211    0.5913   -3.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3474   -0.5399   -3.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6611   -1.3355   -2.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0136   -0.0712   -0.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6909   -1.1073   -0.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1421    1.8954   -1.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7612    0.9225   -1.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2044    1.6707    0.8494 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2192    0.6054    1.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9650   -0.6490    0.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9116    0.1873   -1.6642 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6859   -0.1667   -0.3662 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7861    2.5961   -0.9049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2544    2.0498   -1.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1317    2.3120    1.3270 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8985    3.3130    0.5659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4416    0.8969    1.9335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3275    0.5679    1.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5629   -1.2566    1.5037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1897   -1.5453   -0.1269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8580   -1.7893    3.4202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5968   -3.2484    4.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2514   -4.3496    2.9377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1714   -3.9852    0.5083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4033   -2.5000   -0.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8529    0.0112   -1.1009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5138    0.8111   -0.2032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1971    0.9881   -2.3658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2615    0.8191   -3.1855 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
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 13 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 29  1  0
 27 28  2  0
 20 15  1  0
 26 24  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 13 48  1  1
 14 49  1  0
 14 50  1  0
 16 51  1  0
 17 52  1  0
 18 53  1  0
 19 54  1  0
 20 55  1  0
 21 56  1  0
 24 57  1  1
 26 58  1  1
 29 59  1  0
M  END


  Mrv1533004171518122D          

 29 30  0  0  0  0            999 V2000
   -7.9243   -1.3800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5211   -1.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7415   -1.3800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1179   -0.8399    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3383   -1.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7147   -0.5698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9351   -0.8399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3115   -0.2998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5319   -0.5698    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083   -0.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0642    0.7804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1287   -0.2998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4949    0.2403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3390    1.0504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4406    1.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5965    2.1306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0272    2.6707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8067    2.4007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9626    1.5905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0272   -1.1099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5965   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3760   -1.3800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4406   -2.4601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7106   -3.2397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0995   -3.0838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8791   -3.3538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0350   -4.1640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5027   -2.8137    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
  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  1  0  0  0  0
  8  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  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 13 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 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
M  END
> <DATABASE_ID>
NP0318565

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NCCCNCCCCNC(=O)C(CC1=CC=CC=C1)NC(=O)C1OC1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H30N4O5/c21-9-6-11-22-10-4-5-12-23-18(25)15(13-14-7-2-1-3-8-14)24-19(26)16-17(29-16)20(27)28/h1-3,7-8,15-17,22H,4-6,9-13,21H2,(H,23,25)(H,24,26)(H,27,28)

> <INCHI_KEY>
VMUJCCBLIGGNAX-UHFFFAOYSA-N

> <FORMULA>
C20H30N4O5

> <MOLECULAR_WEIGHT>
406.483

> <EXACT_MASS>
406.221620082

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
44.3032031848147

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{[1-({4-[(3-aminopropyl)amino]butyl}carbamoyl)-2-phenylethyl]carbamoyl}oxirane-2-carboxylic acid

> <ALOGPS_LOGP>
-1.12

> <JCHEM_LOGP>
-3.131147954038361

> <ALOGPS_LOGS>
-3.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.229090399533582

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.069639204301837

> <JCHEM_PKA_STRONGEST_BASIC>
10.575257084140656

> <JCHEM_POLAR_SURFACE_AREA>
146.07999999999998

> <JCHEM_REFRACTIVITY>
106.38820000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.76e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{[1-({4-[(3-aminopropyl)amino]butyl}carbamoyl)-2-phenylethyl]carbamoyl}oxirane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  N   UNK     0     -14.792  -2.576   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0     -13.337  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -12.173  -2.072   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -10.717  -2.576   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -9.553  -1.568   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -8.098  -2.072   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.934  -1.064   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.479  -1.568   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.315  -0.560   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -2.860  -1.064   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      -1.695  -0.056   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.987   1.457   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.240  -0.560   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.924   0.449   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.633   1.961   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.822   2.465   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.113   3.977   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.051   4.985   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.506   4.481   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.797   2.969   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       0.051  -2.072   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      -1.113  -3.080   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.569  -2.576   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -0.822  -4.592   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -1.326  -6.047   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.186  -5.756   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.641  -6.260   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       1.932  -7.773   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       2.805  -5.252   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   21                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21   13   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24   26                                                       
CONECT   26   25   24   27                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   60    0
END

View in JSmol

Synonyms

Value	Source
3-{[1-({4-[(3-aminopropyl)amino]butyl}-C-hydroxycarbonimidoyl)-2-phenylethyl]-C-hydroxycarbonimidoyl}oxirane-2-carboxylate	Generator

Chemical Formula

C₂₀H₃₀N₄O₅

Average Mass

406.4830 Da

Monoisotopic Mass

406.22162 Da

IUPAC Name

3-{[1-({4-[(3-aminopropyl)amino]butyl}carbamoyl)-2-phenylethyl]carbamoyl}oxirane-2-carboxylic acid

Traditional Name

3-{[1-({4-[(3-aminopropyl)amino]butyl}carbamoyl)-2-phenylethyl]carbamoyl}oxirane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

NCCCNCCCCNC(=O)C(CC1=CC=CC=C1)NC(=O)C1OC1C(O)=O

InChI Identifier

InChI=1S/C20H30N4O5/c21-9-6-11-22-10-4-5-12-23-18(25)15(13-14-7-2-1-3-8-14)24-19(26)16-17(29-16)20(27)28/h1-3,7-8,15-17,22H,4-6,9-13,21H2,(H,23,25)(H,24,26)(H,27,28)

InChI Key

VMUJCCBLIGGNAX-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Phenylalanine and derivatives

Alternative Parents

Substituents

Phenylalanine or derivatives
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Amphetamine or derivatives
Monocyclic benzene moiety
Fatty amide
Fatty acyl
Benzenoid
Oxirane carboxylic acid
Oxirane carboxylic acid or derivatives
Amino acid
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Dialkyl ether
Secondary aliphatic amine
Oxirane
Ether
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Secondary amine
Organic oxygen compound
Organic oxide
Carbonyl group
Primary aliphatic amine
Hydrocarbon derivative
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Amine
Primary amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	-1.1	ALOGPS
logP	-3.1	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	3.07	ChemAxon
pKa (Strongest Basic)	10.58	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	146.08 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	106.39 m³·mol⁻¹	ChemAxon
Polarizability	44.3 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

10454009

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-{[1-({4-[(3-aminopropyl)amino]butyl}-c-hydroxycarbonimidoyl)-2-phenylethyl]-c-hydroxycarbonimidoyl}oxirane-2-carboxylic acid (NP0318565)

MOL for NP0318565 (3-{[1-({4-[(3-aminopropyl)amino]butyl}-c-hydroxycarbonimidoyl)-2-phenylethyl]-c-hydroxycarbonimidoyl}oxirane-2-carboxylic acid)

3D MOL for NP0318565 (3-{[1-({4-[(3-aminopropyl)amino]butyl}-c-hydroxycarbonimidoyl)-2-phenylethyl]-c-hydroxycarbonimidoyl}oxirane-2-carboxylic acid)

3D SDF for NP0318565 (3-{[1-({4-[(3-aminopropyl)amino]butyl}-c-hydroxycarbonimidoyl)-2-phenylethyl]-c-hydroxycarbonimidoyl}oxirane-2-carboxylic acid)

3D-SDF for NP0318565 (3-{[1-({4-[(3-aminopropyl)amino]butyl}-c-hydroxycarbonimidoyl)-2-phenylethyl]-c-hydroxycarbonimidoyl}oxirane-2-carboxylic acid)

PDB for NP0318565 (3-{[1-({4-[(3-aminopropyl)amino]butyl}-c-hydroxycarbonimidoyl)-2-phenylethyl]-c-hydroxycarbonimidoyl}oxirane-2-carboxylic acid)

3D PDB for NP0318565 (3-{[1-({4-[(3-aminopropyl)amino]butyl}-c-hydroxycarbonimidoyl)-2-phenylethyl]-c-hydroxycarbonimidoyl}oxirane-2-carboxylic acid)

SMILES for NP0318565 (3-{[1-({4-[(3-aminopropyl)amino]butyl}-c-hydroxycarbonimidoyl)-2-phenylethyl]-c-hydroxycarbonimidoyl}oxirane-2-carboxylic acid)

INCHI for NP0318565 (3-{[1-({4-[(3-aminopropyl)amino]butyl}-c-hydroxycarbonimidoyl)-2-phenylethyl]-c-hydroxycarbonimidoyl}oxirane-2-carboxylic acid)

Structure for NP0318565 (3-{[1-({4-[(3-aminopropyl)amino]butyl}-c-hydroxycarbonimidoyl)-2-phenylethyl]-c-hydroxycarbonimidoyl}oxirane-2-carboxylic acid)

3D Structure for NP0318565 (3-{[1-({4-[(3-aminopropyl)amino]butyl}-c-hydroxycarbonimidoyl)-2-phenylethyl]-c-hydroxycarbonimidoyl}oxirane-2-carboxylic acid)