NP-MRD: Showing NP-Card for 2-amino-4-{4-[({1-[carboxy(4-hydroxyphenyl)methyl]-2-oxoazetidin-3-yl}-c-hydroxycarbonimidoyl)carbonyl]phenoxy}butanoic acid (NP0223530)

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Record Information

Version

2.0

Created at

2022-09-06 01:39:03 UTC

Updated at

2022-09-06 01:39:03 UTC

NP-MRD ID

NP0223530

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-amino-4-{4-[({1-[carboxy(4-hydroxyphenyl)methyl]-2-oxoazetidin-3-yl}-c-hydroxycarbonimidoyl)carbonyl]phenoxy}butanoic acid

Description

2-Amino-4-{4-[({1-[carboxy(4-hydroxyphenyl)methyl]-2-oxoazetidin-3-yl}-C-hydroxycarbonimidoyl)carbonyl]phenoxy}butanoic acid belongs to the class of organic compounds known as monobactams. Monobactams are compounds comprising beta-lactam ring is alone and not fused to another ring. 2-amino-4-{4-[({1-[carboxy(4-hydroxyphenyl)methyl]-2-oxoazetidin-3-yl}-c-hydroxycarbonimidoyl)carbonyl]phenoxy}butanoic acid is found in Nocardia uniformis. 2-Amino-4-{4-[({1-[carboxy(4-hydroxyphenyl)methyl]-2-oxoazetidin-3-yl}-C-hydroxycarbonimidoyl)carbonyl]phenoxy}butanoic acid is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171508062D          

 35 37  0  0  0  0            999 V2000
    9.5841    0.2416    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5841   -0.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8696   -0.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1551   -0.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4407   -0.9959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7262   -0.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0117   -0.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2972   -0.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2972    0.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0117    0.6541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7262    0.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5828    0.6541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8683    0.2416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5828    1.4791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2972    1.8916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8683    1.8916    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8683    2.7166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2849    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8683    3.8834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8683    4.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1538    5.1209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1538    5.9459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4394    4.7084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5828    5.1209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5828    5.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2972    6.3584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0117    5.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7262    6.3584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0117    5.1209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2972    4.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4517    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2767    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2985   -0.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0130   -0.5834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2985   -1.8209    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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 20 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 24 30  1  0  0  0  0
 19 31  1  0  0  0  0
 17 31  1  0  0  0  0
 31 32  2  0  0  0  0
  2 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
M  END

     RDKit          3D

 58 60  0  0  0  0  0  0  0  0999 V2000
   -8.1334   -0.4788    2.2529 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0998   -0.2115    0.8034 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.4136   -1.3888    0.1846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2400   -1.3543   -1.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4685   -0.3510   -1.7850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1476   -0.0216   -1.6715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2535   -0.7616   -0.9585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8906   -0.3991   -0.8519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4007    0.7175   -1.4634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0297    1.1267   -1.3856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7033    2.1921   -2.0047 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0005    0.4391   -0.6717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2016   -0.6015   -0.0374 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3361    1.0221   -0.7174 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3578    0.3290   -0.0019 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2500    1.2390    0.8562 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2847    0.2800    0.4625 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4163   -0.2708    1.1335 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2496   -1.7514    1.3726 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1410   -2.4067    1.9625 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0948   -2.3351    0.9206 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7090   -0.1071    0.4857 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9850   -0.5611   -0.7726 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2505   -0.3435   -1.3312 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2508    0.3198   -0.6575 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5076    0.5357   -1.2129 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9729    0.7799    0.6181 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7261    0.5638    1.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6526    0.1947   -0.7797 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9400    0.0694   -1.9842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3395    1.4750   -2.2002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6534    1.1298   -2.3054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5300    1.0983    0.5742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5155    1.7196   -0.5252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9183    1.8038    1.6310 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2157   -1.4997    2.4435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2702   -0.0598    2.6763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1640   -0.2320    0.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1014   -2.2907    0.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4954   -1.6844    0.7237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7519   -2.3517   -1.5650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2235   -1.3999   -1.8366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5675   -1.6761   -0.4577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2635   -1.0603   -0.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5316    1.8978   -1.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0396   -0.5773    0.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0040    1.2602    1.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3558    2.2353    0.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5055    0.1379    2.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0427   -3.1067    0.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2253   -1.0951   -1.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4471   -0.7093   -2.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2332   -0.1703   -1.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7481    1.3078    1.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5533    0.9383    2.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9200    2.3619   -2.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3529    1.7162   -2.8688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5466    2.3665    2.1942 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  2  0
  7  8  1  0
  8  9  2  0
  9 31  1  0
 31 32  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 21  1  0
 19 20  2  0
 18 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 17 29  1  0
 29 30  2  0
  2 33  1  0
 33 35  1  0
 33 34  2  0
 32  6  1  0
 29 15  1  0
 28 22  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  6
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  7 43  1  0
  8 44  1  0
 31 56  1  0
 32 57  1  0
 14 45  1  0
 15 46  1  1
 16 47  1  0
 16 48  1  0
 18 49  1  1
 21 50  1  0
 23 51  1  0
 24 52  1  0
 26 53  1  0
 27 54  1  0
 28 55  1  0
 35 58  1  0
M  END


  Mrv1533004171508062D          

 35 37  0  0  0  0            999 V2000
    9.5841    0.2416    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5841   -0.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8696   -0.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1551   -0.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4407   -0.9959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7262   -0.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0117   -0.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2972   -0.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2972    0.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0117    0.6541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7262    0.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5828    0.6541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8683    0.2416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5828    1.4791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2972    1.8916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8683    1.8916    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8683    2.7166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2849    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8683    3.8834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8683    4.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1538    5.1209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1538    5.9459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4394    4.7084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5828    5.1209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5828    5.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2972    6.3584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0117    5.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7262    6.3584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0117    5.1209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2972    4.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4517    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2767    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2985   -0.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0130   -0.5834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2985   -1.8209    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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 20 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 24 30  1  0  0  0  0
 19 31  1  0  0  0  0
 17 31  1  0  0  0  0
 31 32  2  0  0  0  0
  2 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0223530

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC(CCOC1=CC=C(C=C1)C(=O)C(=O)NC1CN(C(C(O)=O)C2=CC=C(O)C=C2)C1=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H23N3O9/c24-16(22(31)32)9-10-35-15-7-3-13(4-8-15)19(28)20(29)25-17-11-26(21(17)30)18(23(33)34)12-1-5-14(27)6-2-12/h1-8,16-18,27H,9-11,24H2,(H,25,29)(H,31,32)(H,33,34)

> <INCHI_KEY>
QJZHIGKJGFPGRN-UHFFFAOYSA-N

> <FORMULA>
C23H23N3O9

> <MOLECULAR_WEIGHT>
485.449

> <EXACT_MASS>
485.143429333

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
47.03670544640156

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-4-{4-[({1-[carboxy(4-hydroxyphenyl)methyl]-2-oxoazetidin-3-yl}carbamoyl)carbonyl]phenoxy}butanoic acid

> <ALOGPS_LOGP>
0.19

> <JCHEM_LOGP>
-2.4450100437286473

> <ALOGPS_LOGS>
-4.29

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.0768633748704426

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.6578132314643086

> <JCHEM_PKA_STRONGEST_BASIC>
8.91841287182883

> <JCHEM_POLAR_SURFACE_AREA>
196.55999999999997

> <JCHEM_REFRACTIVITY>
117.98279999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.50e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-4-{4-[({1-[carboxy(4-hydroxyphenyl)methyl]-2-oxoazetidin-3-yl}carbamoyl)carbonyl]phenoxy}butanoic 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      17.890   0.451   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      17.890  -1.089   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      16.557  -1.859   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.223  -1.089   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      13.889  -1.859   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      12.556  -1.089   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.222  -1.859   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.888  -1.089   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.888   0.451   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.222   1.221   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.556   0.451   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.555   1.221   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       7.221   0.451   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       8.555   2.761   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       9.888   3.531   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0       7.221   3.531   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       7.221   5.071   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.132   6.160   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       7.221   7.249   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       7.221   8.789   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.887   9.559   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.887  11.099   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.553   8.789   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       8.555   9.559   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.555  11.099   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.888  11.869   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.222  11.099   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      12.556  11.869   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      11.222   9.559   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.888   8.789   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.310   6.160   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       9.850   6.160   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      19.224  -1.859   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      20.558  -1.089   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      19.224  -3.399   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   33                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10    6                                                       
CONECT   12    9   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   31                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   31                                                  
CONECT   20   19   21   24                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   20   25   30                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   24                                                       
CONECT   31   19   17   32                                                  
CONECT   32   31                                                            
CONECT   33    2   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   74    0
END

View in JSmol

Synonyms

Value	Source
2-Amino-4-{4-[({1-[carboxy(4-hydroxyphenyl)methyl]-2-oxoazetidin-3-yl}-C-hydroxycarbonimidoyl)carbonyl]phenoxy}butanoate	Generator

Chemical Formula

C₂₃H₂₃N₃O₉

Average Mass

485.4490 Da

Monoisotopic Mass

485.14343 Da

IUPAC Name

2-amino-4-{4-[({1-[carboxy(4-hydroxyphenyl)methyl]-2-oxoazetidin-3-yl}carbamoyl)carbonyl]phenoxy}butanoic acid

Traditional Name

2-amino-4-{4-[({1-[carboxy(4-hydroxyphenyl)methyl]-2-oxoazetidin-3-yl}carbamoyl)carbonyl]phenoxy}butanoic acid

CAS Registry Number

Not Available

SMILES

NC(CCOC1=CC=C(C=C1)C(=O)C(=O)NC1CN(C(C(O)=O)C2=CC=C(O)C=C2)C1=O)C(O)=O

InChI Identifier

InChI=1S/C23H23N3O9/c24-16(22(31)32)9-10-35-15-7-3-13(4-8-15)19(28)20(29)25-17-11-26(21(17)30)18(23(33)34)12-1-5-14(27)6-2-12/h1-8,16-18,27H,9-11,24H2,(H,25,29)(H,31,32)(H,33,34)

InChI Key

QJZHIGKJGFPGRN-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
Nocardia uniformis subsp. tsuyamanensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monobactams. Monobactams are compounds comprising beta-lactam ring is alone and not fused to another ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactams

Sub Class

Beta lactams

Direct Parent

Monobactams

Alternative Parents

Substituents

Monobactam
N-acyl-alpha amino acid or derivatives
Alpha-amino acid
Alpha-amino acid or derivatives
Phenoxy compound
Phenol ether
Aryl ketone
Benzoyl
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Benzenoid
Tertiary carboxylic acid amide
Alpha-hydroxy ketone
Azetidine
Amino acid or derivatives
Carboxamide group
Ketone
Amino acid
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Carboxylic acid
Ether
Carbonyl group
Primary amine
Organic oxide
Hydrocarbon derivative
Amine
Organooxygen compound
Organic nitrogen compound
Organonitrogen compound
Organic oxygen compound
Primary aliphatic 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	0.19	ALOGPS
logP	-2.4	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	1.66	ChemAxon
pKa (Strongest Basic)	8.92	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	196.56 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	117.98 m³·mol⁻¹	ChemAxon
Polarizability	47.04 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

15625061

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-amino-4-{4-[({1-[carboxy(4-hydroxyphenyl)methyl]-2-oxoazetidin-3-yl}-c-hydroxycarbonimidoyl)carbonyl]phenoxy}butanoic acid (NP0223530)

MOL for NP0223530 (2-amino-4-{4-[({1-[carboxy(4-hydroxyphenyl)methyl]-2-oxoazetidin-3-yl}-c-hydroxycarbonimidoyl)carbonyl]phenoxy}butanoic acid)

3D MOL for NP0223530 (2-amino-4-{4-[({1-[carboxy(4-hydroxyphenyl)methyl]-2-oxoazetidin-3-yl}-c-hydroxycarbonimidoyl)carbonyl]phenoxy}butanoic acid)

3D SDF for NP0223530 (2-amino-4-{4-[({1-[carboxy(4-hydroxyphenyl)methyl]-2-oxoazetidin-3-yl}-c-hydroxycarbonimidoyl)carbonyl]phenoxy}butanoic acid)

3D-SDF for NP0223530 (2-amino-4-{4-[({1-[carboxy(4-hydroxyphenyl)methyl]-2-oxoazetidin-3-yl}-c-hydroxycarbonimidoyl)carbonyl]phenoxy}butanoic acid)

PDB for NP0223530 (2-amino-4-{4-[({1-[carboxy(4-hydroxyphenyl)methyl]-2-oxoazetidin-3-yl}-c-hydroxycarbonimidoyl)carbonyl]phenoxy}butanoic acid)

3D PDB for NP0223530 (2-amino-4-{4-[({1-[carboxy(4-hydroxyphenyl)methyl]-2-oxoazetidin-3-yl}-c-hydroxycarbonimidoyl)carbonyl]phenoxy}butanoic acid)

SMILES for NP0223530 (2-amino-4-{4-[({1-[carboxy(4-hydroxyphenyl)methyl]-2-oxoazetidin-3-yl}-c-hydroxycarbonimidoyl)carbonyl]phenoxy}butanoic acid)

INCHI for NP0223530 (2-amino-4-{4-[({1-[carboxy(4-hydroxyphenyl)methyl]-2-oxoazetidin-3-yl}-c-hydroxycarbonimidoyl)carbonyl]phenoxy}butanoic acid)

Structure for NP0223530 (2-amino-4-{4-[({1-[carboxy(4-hydroxyphenyl)methyl]-2-oxoazetidin-3-yl}-c-hydroxycarbonimidoyl)carbonyl]phenoxy}butanoic acid)

3D Structure for NP0223530 (2-amino-4-{4-[({1-[carboxy(4-hydroxyphenyl)methyl]-2-oxoazetidin-3-yl}-c-hydroxycarbonimidoyl)carbonyl]phenoxy}butanoic acid)