NP-MRD: Showing NP-Card for (2s)-2-{[(2r)-2-({[(4s)-2-(6-chloro-4-hydroxy-1,5-dimethylindol-3-yl)-4-methyl-5h-1,3-oxazol-4-yl](hydroxy)methylidene}amino)-1-hydroxypropylidene]amino}-3-hydroxypropanoic acid (NP0323776)

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Record Information

Version

2.0

Created at

2022-09-12 03:25:41 UTC

Updated at

2022-09-12 03:25:41 UTC

NP-MRD ID

NP0323776

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-2-{[(2r)-2-({[(4s)-2-(6-chloro-4-hydroxy-1,5-dimethylindol-3-yl)-4-methyl-5h-1,3-oxazol-4-yl](hydroxy)methylidene}amino)-1-hydroxypropylidene]amino}-3-hydroxypropanoic acid

Description

(2S)-2-{[(2R)-2-({[(4S)-2-(6-chloro-4-hydroxy-1,5-dimethyl-1H-indol-3-yl)-4-methyl-4,5-dihydro-1,3-oxazol-4-yl](hydroxy)methylidene}amino)-1-hydroxypropylidene]amino}-3-hydroxypropanoic acid belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Based on a literature review very few articles have been published on (2S)-2-{[(2R)-2-({[(4S)-2-(6-chloro-4-hydroxy-1,5-dimethyl-1H-indol-3-yl)-4-methyl-4,5-dihydro-1,3-oxazol-4-yl](hydroxy)methylidene}amino)-1-hydroxypropylidene]amino}-3-hydroxypropanoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122205252D          

 33 35  0  0  1  0            999 V2000
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.6979    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992    3.2299    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992    4.0549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7213    3.9687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0724    4.8619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8570    5.1169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5407    5.4139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3692    6.2209    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9823    6.7730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4154    6.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0285    5.9238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5869    7.2828    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3716    7.5378    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5431    8.3447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3277    8.5997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9847    6.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7693    7.2407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8131    6.1788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    4.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687    3.6424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  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  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  6  0  0  0
 13 14  1  4  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  4  0  0  0
 18 20  2  0  0  0  0
 21 20  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 11 27  1  0  0  0  0
 27 28  1  0  0  0  0
  9 28  1  0  0  0  0
  8 29  2  0  0  0  0
 29 30  1  0  0  0  0
  6 30  1  0  0  0  0
 30 31  1  0  0  0  0
  7 32  2  0  0  0  0
  2 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END

     RDKit          3D

 58 60  0  0  0  0  0  0  0  0999 V2000
    5.9248   -3.1181   -0.8886 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5665   -1.7386   -0.4614 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5237   -0.9737    0.1921 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0984   -1.6393    0.4918 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.2219    0.3090    0.6005 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9716    0.8431    0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0015    0.0904   -0.2884 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8700    0.8722   -0.3793 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5702    0.5201   -0.9875 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5880    1.3484   -1.0018 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5873    0.8204   -1.6371 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8038    1.6432   -2.8933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7757    0.8517   -0.7525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9622    0.3676   -1.2746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7722    1.2944    0.4520 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9789    1.2908    1.2538 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5361    1.5012    2.7080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6613   -0.0146    1.1033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9670   -1.1690    1.3971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8595   -0.0707    0.7123 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6677   -1.2249    0.5118 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6019   -1.5063    1.6664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8431   -1.7071    2.8087 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4715   -1.0426   -0.7230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2759   -1.9223   -1.1330 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3556    0.1110   -1.4621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1790   -0.5815   -1.9974 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1684   -0.6238   -1.5967 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2185    2.0608    0.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4646    2.0511    0.6712 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1859    3.1120    1.3599 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3152   -1.1782   -0.6868 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3821   -1.9389   -1.3300 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4004   -3.4238   -1.8026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7763   -3.8410   -0.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0235   -3.1348   -1.1507 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9697    0.9144    1.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0472    1.4183   -3.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6889    2.7080   -2.5961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7825    1.4778   -3.3591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0476   -0.5201   -1.7534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6635    2.1016    0.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9842    0.5727    2.9752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8387    2.3371    2.7662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4281    1.6435    3.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3963   -2.0654    1.5833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0238   -2.1323    0.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3033   -0.6738    1.7798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1419   -2.4502    1.4134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8305   -2.6652    3.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8678    0.9362   -1.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7972   -1.3116   -1.4157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2914   -0.7784   -3.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5480    2.9255    0.3355 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5330    3.9677    1.5369 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5204    2.7341    2.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0465    3.4879    0.7463 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4479   -2.8660   -1.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
 16 15  1  0
 15 13  2  0
 13 14  1  0
 11 13  1  1
 11 12  1  0
 11 27  1  0
 27 28  1  0
 28  9  1  0
  9 10  2  0
  9  8  1  0
  8 29  2  0
 29 30  1  0
 30 31  1  0
 30  6  1  0
  6  5  2  0
  5  3  1  0
  3  4  1  0
  3  2  2  0
  2  1  1  0
  2 32  1  0
 32 33  1  0
 32  7  2  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 26  1  0
 24 25  2  0
 10 11  1  0
  7  8  1  0
  7  6  1  0
 17 43  1  0
 17 44  1  0
 17 45  1  0
 16 42  1  6
 14 41  1  0
 12 38  1  0
 12 39  1  0
 12 40  1  0
 27 52  1  0
 27 53  1  0
 29 54  1  0
 31 55  1  0
 31 56  1  0
 31 57  1  0
  5 37  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
 33 58  1  0
 19 46  1  0
 21 47  1  6
 22 48  1  0
 22 49  1  0
 23 50  1  0
 26 51  1  0
M  END


  Mrv1652309122205252D          

 33 35  0  0  1  0            999 V2000
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.6979    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992    3.2299    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992    4.0549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7213    3.9687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0724    4.8619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8570    5.1169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5407    5.4139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3692    6.2209    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9823    6.7730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4154    6.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0285    5.9238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5869    7.2828    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3716    7.5378    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5431    8.3447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3277    8.5997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9847    6.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7693    7.2407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8131    6.1788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    4.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687    3.6424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  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  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  6  0  0  0
 13 14  1  4  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  4  0  0  0
 18 20  2  0  0  0  0
 21 20  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 11 27  1  0  0  0  0
 27 28  1  0  0  0  0
  9 28  1  0  0  0  0
  8 29  2  0  0  0  0
 29 30  1  0  0  0  0
  6 30  1  0  0  0  0
 30 31  1  0  0  0  0
  7 32  2  0  0  0  0
  2 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0323776

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H](N=C(O)[C@]1(C)COC(=N1)C1=CN(C)C2=CC(Cl)=C(C)C(O)=C12)C(O)=N[C@@H](CO)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H25ClN4O7/c1-9-12(22)5-14-15(16(9)28)11(6-26(14)4)18-25-21(3,8-33-18)20(32)23-10(2)17(29)24-13(7-27)19(30)31/h5-6,10,13,27-28H,7-8H2,1-4H3,(H,23,32)(H,24,29)(H,30,31)/t10-,13+,21+/m1/s1

> <INCHI_KEY>
OTAMFIXIIUUMKV-NDRLBQGXSA-N

> <FORMULA>
C21H25ClN4O7

> <MOLECULAR_WEIGHT>
480.9

> <EXACT_MASS>
480.1411769

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
48.241616533482784

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-{[(2R)-2-({[(4S)-2-(6-chloro-4-hydroxy-1,5-dimethyl-1H-indol-3-yl)-4-methyl-4,5-dihydro-1,3-oxazol-4-yl](hydroxy)methylidene}amino)-1-hydroxypropylidene]amino}-3-hydroxypropanoic acid

> <JCHEM_LOGP>
2.5867733263333337

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.5669935295578408

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.8356862752236456

> <JCHEM_PKA_STRONGEST_BASIC>
0.8251306750742049

> <JCHEM_POLAR_SURFACE_AREA>
169.45999999999998

> <JCHEM_REFRACTIVITY>
118.87219999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-{[(2R)-2-({[(4S)-2-(6-chloro-4-hydroxy-1,5-dimethylindol-3-yl)-4-methyl-5H-1,3-oxazol-4-yl](hydroxy)methylidene}amino)-1-hydroxypropylidene]amino}-3-hydroxypropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    4 Cl   UNK     0       7.591   1.303   0.000  0.00  0.00          Cl+0
HETATM    5  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.126   4.089   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.650   5.553   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       0.185   6.029   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       0.185   7.569   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.346   7.408   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.135   9.076   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.600   9.551   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0       1.009  10.106   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       0.689  11.612   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.834  12.643   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.775  12.088   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.920  11.058   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0      -1.096  13.595   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      -2.560  14.071   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.880  15.577   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -4.345  16.053   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -3.705  13.040   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -5.169  13.516   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -3.385  11.534   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.650   8.045   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       2.555   6.799   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0       2.126   1.597   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       4.924   5.923   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   32                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   30                                                  
CONECT    7    6    8   32                                                  
CONECT    8    7    9   29                                                  
CONECT    9    8   10   28                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13   27                                             
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   21   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   11   28                                                       
CONECT   28   27    9                                                       
CONECT   29    8   30                                                       
CONECT   30   29    6   31                                                  
CONECT   31   30                                                            
CONECT   32    7    2   33                                                  
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

View in JSmol

Synonyms

Value	Source
(2S)-2-{[(2R)-2-({[(4S)-2-(6-chloro-4-hydroxy-1,5-dimethyl-1H-indol-3-yl)-4-methyl-4,5-dihydro-1,3-oxazol-4-yl](hydroxy)methylidene}amino)-1-hydroxypropylidene]amino}-3-hydroxypropanoate	Generator

Chemical Formula

C₂₁H₂₅ClN₄O₇

Average Mass

480.9000 Da

Monoisotopic Mass

480.14118 Da

IUPAC Name

(2S)-2-{[(2R)-2-({[(4S)-2-(6-chloro-4-hydroxy-1,5-dimethyl-1H-indol-3-yl)-4-methyl-4,5-dihydro-1,3-oxazol-4-yl](hydroxy)methylidene}amino)-1-hydroxypropylidene]amino}-3-hydroxypropanoic acid

Traditional Name

(2S)-2-{[(2R)-2-({[(4S)-2-(6-chloro-4-hydroxy-1,5-dimethylindol-3-yl)-4-methyl-5H-1,3-oxazol-4-yl](hydroxy)methylidene}amino)-1-hydroxypropylidene]amino}-3-hydroxypropanoic acid

CAS Registry Number

Not Available

SMILES

C[C@@H](N=C(O)[C@]1(C)COC(=N1)C1=CN(C)C2=CC(Cl)=C(C)C(O)=C12)C(O)=N[C@@H](CO)C(O)=O

InChI Identifier

InChI=1S/C21H25ClN4O7/c1-9-12(22)5-14-15(16(9)28)11(6-26(14)4)18-25-21(3,8-33-18)20(32)23-10(2)17(29)24-13(7-27)19(30)31/h5-6,10,13,27-28H,7-8H2,1-4H3,(H,23,32)(H,24,29)(H,30,31)/t10-,13+,21+/m1/s1

InChI Key

OTAMFIXIIUUMKV-NDRLBQGXSA-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 oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
N-acyl-l-alpha-amino acid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Serine or derivatives
Alanine or derivatives
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
N-alkylindole
Hydroxyindole
Indole
Indole or derivatives
1-hydroxy-4-unsubstituted benzenoid
Beta-hydroxy acid
Aryl chloride
Aryl halide
Hydroxy acid
N-methylpyrrole
Substituted pyrrole
Benzenoid
Pyrrole
Oxazoline
Heteroaromatic compound
Secondary carboxylic acid amide
Carboxamide group
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboxylic acid
Azacycle
Oxacycle
Monocarboxylic acid or derivatives
Primary alcohol
Hydrocarbon derivative
Organic oxygen compound
Organopnictogen compound
Organohalogen compound
Carbonyl group
Organic oxide
Organic nitrogen compound
Organochloride
Alcohol
Organonitrogen compound
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	2.59	ChemAxon
pKa (Strongest Acidic)	2.84	ChemAxon
pKa (Strongest Basic)	0.83	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	169.46 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	118.87 m³·mol⁻¹	ChemAxon
Polarizability	48.24 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

59702106

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162994142

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s)-2-{[(2r)-2-({[(4s)-2-(6-chloro-4-hydroxy-1,5-dimethylindol-3-yl)-4-methyl-5h-1,3-oxazol-4-yl](hydroxy)methylidene}amino)-1-hydroxypropylidene]amino}-3-hydroxypropanoic acid (NP0323776)

MOL for NP0323776 ((2s)-2-{[(2r)-2-({[(4s)-2-(6-chloro-4-hydroxy-1,5-dimethylindol-3-yl)-4-methyl-5h-1,3-oxazol-4-yl](hydroxy)methylidene}amino)-1-hydroxypropylidene]amino}-3-hydroxypropanoic acid)

3D MOL for NP0323776 ((2s)-2-{[(2r)-2-({[(4s)-2-(6-chloro-4-hydroxy-1,5-dimethylindol-3-yl)-4-methyl-5h-1,3-oxazol-4-yl](hydroxy)methylidene}amino)-1-hydroxypropylidene]amino}-3-hydroxypropanoic acid)

3D SDF for NP0323776 ((2s)-2-{[(2r)-2-({[(4s)-2-(6-chloro-4-hydroxy-1,5-dimethylindol-3-yl)-4-methyl-5h-1,3-oxazol-4-yl](hydroxy)methylidene}amino)-1-hydroxypropylidene]amino}-3-hydroxypropanoic acid)

3D-SDF for NP0323776 ((2s)-2-{[(2r)-2-({[(4s)-2-(6-chloro-4-hydroxy-1,5-dimethylindol-3-yl)-4-methyl-5h-1,3-oxazol-4-yl](hydroxy)methylidene}amino)-1-hydroxypropylidene]amino}-3-hydroxypropanoic acid)

PDB for NP0323776 ((2s)-2-{[(2r)-2-({[(4s)-2-(6-chloro-4-hydroxy-1,5-dimethylindol-3-yl)-4-methyl-5h-1,3-oxazol-4-yl](hydroxy)methylidene}amino)-1-hydroxypropylidene]amino}-3-hydroxypropanoic acid)

3D PDB for NP0323776 ((2s)-2-{[(2r)-2-({[(4s)-2-(6-chloro-4-hydroxy-1,5-dimethylindol-3-yl)-4-methyl-5h-1,3-oxazol-4-yl](hydroxy)methylidene}amino)-1-hydroxypropylidene]amino}-3-hydroxypropanoic acid)

SMILES for NP0323776 ((2s)-2-{[(2r)-2-({[(4s)-2-(6-chloro-4-hydroxy-1,5-dimethylindol-3-yl)-4-methyl-5h-1,3-oxazol-4-yl](hydroxy)methylidene}amino)-1-hydroxypropylidene]amino}-3-hydroxypropanoic acid)

INCHI for NP0323776 ((2s)-2-{[(2r)-2-({[(4s)-2-(6-chloro-4-hydroxy-1,5-dimethylindol-3-yl)-4-methyl-5h-1,3-oxazol-4-yl](hydroxy)methylidene}amino)-1-hydroxypropylidene]amino}-3-hydroxypropanoic acid)

Structure for NP0323776 ((2s)-2-{[(2r)-2-({[(4s)-2-(6-chloro-4-hydroxy-1,5-dimethylindol-3-yl)-4-methyl-5h-1,3-oxazol-4-yl](hydroxy)methylidene}amino)-1-hydroxypropylidene]amino}-3-hydroxypropanoic acid)

3D Structure for NP0323776 ((2s)-2-{[(2r)-2-({[(4s)-2-(6-chloro-4-hydroxy-1,5-dimethylindol-3-yl)-4-methyl-5h-1,3-oxazol-4-yl](hydroxy)methylidene}amino)-1-hydroxypropylidene]amino}-3-hydroxypropanoic acid)