NP-MRD: Showing NP-Card for 7-({2-[(2-amino-1-hydroxy-3-methylpentylidene)aminosulfonyl]-1-hydroxyethylidene}amino)-6-hydroxy-4-(c-hydroxycarbonimidoyl)-2-methyl-1h,4ah,5h,6h,7ah-cyclopenta[c]pyridine-7-carboxylic acid (NP0198989)

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Record Information

Version

2.0

Created at

2022-09-04 17:32:50 UTC

Updated at

2022-09-04 17:32:50 UTC

NP-MRD ID

NP0198989

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-({2-[(2-amino-1-hydroxy-3-methylpentylidene)aminosulfonyl]-1-hydroxyethylidene}amino)-6-hydroxy-4-(c-hydroxycarbonimidoyl)-2-methyl-1h,4ah,5h,6h,7ah-cyclopenta[c]pyridine-7-carboxylic acid

Description

7-[(2-{[(2-Amino-1-hydroxy-3-methylpentylidene)amino]sulfonyl}-1-hydroxyethylidene)amino]-6-hydroxy-4-(C-hydroxycarbonimidoyl)-2-methyl-1H,2H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyridine-7-carboxylic acid belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. Based on a literature review very few articles have been published on 7-[(2-{[(2-amino-1-hydroxy-3-methylpentylidene)amino]sulfonyl}-1-hydroxyethylidene)amino]-6-hydroxy-4-(C-hydroxycarbonimidoyl)-2-methyl-1H,2H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyridine-7-carboxylic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042219322D          

 33 34  0  0  0  0            999 V2000
   -1.7708   -5.3700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9503   -5.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4654   -4.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8010   -4.0351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3551   -4.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6906   -5.6287    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8400   -4.2076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5044   -3.4539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6605   -4.2938    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1454   -3.6264    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8128   -4.1113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4780   -3.1415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6303   -2.9590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2948   -2.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9622   -1.7204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4743   -2.1191    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4243   -1.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902   -1.3654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4243   -2.6029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.3646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.3646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    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  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  4  0  0  0
 10 11  2  0  0  0  0
 10 12  2  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  4  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 25 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 24 33  1  0  0  0  0
 17 33  1  0  0  0  0
M  END

     RDKit          3D

 64 65  0  0  0  0  0  0  0  0999 V2000
   -7.5338   -1.7518    1.8532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7364   -0.7917    1.5445 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9719   -0.0009    0.8963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5043    1.2603    0.6034 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6456   -0.3776    0.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1423   -1.5507    0.7592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8220   -1.8500    0.3222 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4886   -3.2079   -0.1221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8309   -0.8234    0.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3594    0.5451    0.0514 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8153    0.5994   -0.2644 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9473    0.4852   -1.7465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5562    0.4498   -2.3163 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1627   -0.8317   -2.6246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7176    1.0626   -1.2086 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3363    0.6388   -1.3055 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4981    1.1411   -0.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8634    2.0434    0.5181 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9548    0.7412   -0.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3394   -0.0370    1.0203 S   0  0  0  0  0  6  0  0  0  0  0  0
    0.4323   -1.1958    1.2282 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1133    0.9724    2.1343 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9680   -0.5585    1.1179 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9838    0.1821    1.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8632    1.5530    1.1841 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3281   -0.4190    1.2638 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0165   -0.1196    2.5062 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2275   -0.0348    0.1189 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6874    1.4120    0.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5008   -0.8745    0.2726 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1987   -2.3485    0.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8150    2.5260   -1.3720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9400    3.0760   -1.2993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7279    3.3299   -1.6026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0069    2.1163    0.7978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6982   -2.3185    1.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5818   -3.2093   -1.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1722   -3.9259    0.3310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4259   -3.3629    0.1516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0375   -1.1262   -0.4214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3511   -0.8321    1.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1013    1.2461    0.8833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1668    1.6239    0.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5148   -0.4357   -1.9972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4694    1.3643   -2.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4494    1.1103   -3.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9581   -1.3685   -2.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9015    1.9102    1.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5150    1.7139   -0.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1508    0.0974   -1.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7192    2.0807    2.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2630   -1.5467    1.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7157    0.7872    2.9168 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9231   -0.8944    3.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8107   -0.2378   -0.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3104    1.5271    1.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4046    1.5566   -0.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8764    2.1361    0.1637 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1381   -0.6318   -0.6024 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9948   -0.6765    1.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1064   -2.8577   -0.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3740   -2.5974   -0.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9873   -2.7956    1.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6540    4.3015   -1.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
 31 30  1  0
 30 28  1  0
 28 29  1  0
 28 26  1  0
 26 27  1  0
 26 24  1  0
 24 25  1  0
 24 23  2  0
 23 20  1  0
 20 21  2  0
 20 22  2  0
 20 19  1  0
 19 17  1  0
 17 18  1  0
 17 16  2  0
 15 16  1  6
 15 13  1  0
 13 14  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  7  1  0
  7  8  1  0
  7  6  1  0
  6  5  2  0
  5  3  1  0
  3  4  1  0
  3  2  2  0
 15 32  1  0
 32 34  1  0
 32 33  2  0
 10 15  1  0
  5 11  1  0
 31 61  1  0
 31 62  1  0
 31 63  1  0
 30 59  1  0
 30 60  1  0
 28 55  1  6
 29 56  1  0
 29 57  1  0
 29 58  1  0
 26 52  1  1
 27 53  1  0
 27 54  1  0
 25 51  1  0
 19 49  1  0
 19 50  1  0
 18 48  1  0
 13 46  1  6
 14 47  1  0
 12 44  1  0
 12 45  1  0
 11 43  1  1
 10 42  1  1
  9 40  1  0
  9 41  1  0
  8 37  1  0
  8 38  1  0
  8 39  1  0
  6 36  1  0
  4 35  1  0
  2  1  1  0
 34 64  1  0
M  END


  Mrv1652309042219322D          

 33 34  0  0  0  0            999 V2000
   -1.7708   -5.3700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9503   -5.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4654   -4.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8010   -4.0351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3551   -4.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6906   -5.6287    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8400   -4.2076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5044   -3.4539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6605   -4.2938    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1454   -3.6264    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8128   -4.1113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4780   -3.1415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6303   -2.9590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2948   -2.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9622   -1.7204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4743   -2.1191    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4243   -1.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902   -1.3654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4243   -2.6029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.3646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.3646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    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  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  4  0  0  0
 10 11  2  0  0  0  0
 10 12  2  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  4  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 25 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 24 33  1  0  0  0  0
 17 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0198989

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)C(N)C(O)=NS(=O)(=O)CC(O)=NC1(C(O)CC2C1CN(C)C=C2C(O)=N)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H31N5O8S/c1-4-9(2)15(20)17(28)23-33(31,32)8-14(26)22-19(18(29)30)12-7-24(3)6-11(16(21)27)10(12)5-13(19)25/h6,9-10,12-13,15,25H,4-5,7-8,20H2,1-3H3,(H2,21,27)(H,22,26)(H,23,28)(H,29,30)

> <INCHI_KEY>
HDXFGBFIEQUETL-UHFFFAOYSA-N

> <FORMULA>
C19H31N5O8S

> <MOLECULAR_WEIGHT>
489.54

> <EXACT_MASS>
489.189334152

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
49.10428983661612

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-[(2-{[(2-amino-1-hydroxy-3-methylpentylidene)amino]sulfonyl}-1-hydroxyethylidene)amino]-6-hydroxy-4-(C-hydroxycarbonimidoyl)-2-methyl-1H,2H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyridine-7-carboxylic acid

> <JCHEM_LOGP>
-8.73291100811465

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
2.574036122785491

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.6955436358085523

> <JCHEM_PKA_STRONGEST_BASIC>
11.630882021719323

> <JCHEM_POLAR_SURFACE_AREA>
230.18999999999997

> <JCHEM_REFRACTIVITY>
126.69679999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
7-({2-[(2-amino-1-hydroxy-3-methylpentylidene)aminosulfonyl]-1-hydroxyethylidene}amino)-6-hydroxy-4-(C-hydroxycarbonimidoyl)-2-methyl-1H,4aH,5H,6H,7aH-cyclopenta[c]pyridine-7-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      -3.306 -10.024   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.774 -10.185   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.869  -8.939   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.495  -7.532   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.663  -9.100   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       1.289 -10.507   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       1.568  -7.854   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.942  -6.447   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0       3.100  -8.015   0.000  0.00  0.00           N+0
HETATM   10  S   UNK     0       4.005  -6.769   0.000  0.00  0.00           S+0
HETATM   11  O   UNK     0       5.251  -7.674   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.759  -5.864   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.910  -5.523   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.284  -4.117   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.529  -3.211   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0       2.752  -3.956   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.792  -3.319   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.542  -2.549   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.792  -4.859   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.320  -1.303   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.126  -0.057   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.924   1.777   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0       3.590   2.547   0.000  0.00  0.00           N+0
HETATM   28  O   UNK     0       6.258   2.547   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0       6.258  -2.073   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0       7.591  -2.843   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   21   33                                             
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   17   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   33                                                  
CONECT   25   24   26   29                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   25   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   24   17                                                  
MASTER        0    0    0    0    0    0    0    0   33    0   68    0
END

View in JSmol

Synonyms

Value	Source
7-[(2-{[(2-amino-1-hydroxy-3-methylpentylidene)amino]sulfonyl}-1-hydroxyethylidene)amino]-6-hydroxy-4-(C-hydroxycarbonimidoyl)-2-methyl-1H,2H,4ah,5H,6H,7H,7ah-cyclopenta[c]pyridine-7-carboxylate	Generator
7-[(2-{[(2-amino-1-hydroxy-3-methylpentylidene)amino]sulphonyl}-1-hydroxyethylidene)amino]-6-hydroxy-4-(C-hydroxycarbonimidoyl)-2-methyl-1H,2H,4ah,5H,6H,7H,7ah-cyclopenta[c]pyridine-7-carboxylate	Generator
7-[(2-{[(2-amino-1-hydroxy-3-methylpentylidene)amino]sulphonyl}-1-hydroxyethylidene)amino]-6-hydroxy-4-(C-hydroxycarbonimidoyl)-2-methyl-1H,2H,4ah,5H,6H,7H,7ah-cyclopenta[c]pyridine-7-carboxylic acid	Generator

Chemical Formula

C₁₉H₃₁N₅O₈S

Average Mass

489.5400 Da

Monoisotopic Mass

489.18933 Da

IUPAC Name

7-[(2-{[(2-amino-1-hydroxy-3-methylpentylidene)amino]sulfonyl}-1-hydroxyethylidene)amino]-6-hydroxy-4-(C-hydroxycarbonimidoyl)-2-methyl-1H,2H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyridine-7-carboxylic acid

Traditional Name

7-({2-[(2-amino-1-hydroxy-3-methylpentylidene)aminosulfonyl]-1-hydroxyethylidene}amino)-6-hydroxy-4-(C-hydroxycarbonimidoyl)-2-methyl-1H,4aH,5H,6H,7aH-cyclopenta[c]pyridine-7-carboxylic acid

CAS Registry Number

Not Available

SMILES

CCC(C)C(N)C(O)=NS(=O)(=O)CC(O)=NC1(C(O)CC2C1CN(C)C=C2C(O)=N)C(O)=O

InChI Identifier

InChI=1S/C19H31N5O8S/c1-4-9(2)15(20)17(28)23-33(31,32)8-14(26)22-19(18(29)30)12-7-24(3)6-11(16(21)27)10(12)5-13(19)25/h6,9-10,12-13,15,25H,4-5,7-8,20H2,1-3H3,(H2,21,27)(H,22,26)(H,23,28)(H,29,30)

InChI Key

HDXFGBFIEQUETL-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 n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Beta-hydroxy acid
Tetrahydropyridine
Hydroxy acid
Cyclic alcohol
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Sulfonyl
Secondary alcohol
Amino acid
Tertiary amine
Tertiary aliphatic amine
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Enamine
Monocarboxylic acid or derivatives
Allylamine
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic oxide
Carbonyl group
Primary aliphatic amine
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Primary amine
Alcohol
Hydrocarbon derivative
Amine
Organic oxygen compound
Organic nitrogen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	-8.7	ChemAxon
pKa (Strongest Acidic)	-1.7	ChemAxon
pKa (Strongest Basic)	11.63	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	230.19 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	126.7 m³·mol⁻¹	ChemAxon
Polarizability	49.1 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85075450

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 7-({2-[(2-amino-1-hydroxy-3-methylpentylidene)aminosulfonyl]-1-hydroxyethylidene}amino)-6-hydroxy-4-(c-hydroxycarbonimidoyl)-2-methyl-1h,4ah,5h,6h,7ah-cyclopenta[c]pyridine-7-carboxylic acid (NP0198989)

MOL for NP0198989 (7-({2-[(2-amino-1-hydroxy-3-methylpentylidene)aminosulfonyl]-1-hydroxyethylidene}amino)-6-hydroxy-4-(c-hydroxycarbonimidoyl)-2-methyl-1h,4ah,5h,6h,7ah-cyclopenta[c]pyridine-7-carboxylic acid)

3D MOL for NP0198989 (7-({2-[(2-amino-1-hydroxy-3-methylpentylidene)aminosulfonyl]-1-hydroxyethylidene}amino)-6-hydroxy-4-(c-hydroxycarbonimidoyl)-2-methyl-1h,4ah,5h,6h,7ah-cyclopenta[c]pyridine-7-carboxylic acid)

3D SDF for NP0198989 (7-({2-[(2-amino-1-hydroxy-3-methylpentylidene)aminosulfonyl]-1-hydroxyethylidene}amino)-6-hydroxy-4-(c-hydroxycarbonimidoyl)-2-methyl-1h,4ah,5h,6h,7ah-cyclopenta[c]pyridine-7-carboxylic acid)

3D-SDF for NP0198989 (7-({2-[(2-amino-1-hydroxy-3-methylpentylidene)aminosulfonyl]-1-hydroxyethylidene}amino)-6-hydroxy-4-(c-hydroxycarbonimidoyl)-2-methyl-1h,4ah,5h,6h,7ah-cyclopenta[c]pyridine-7-carboxylic acid)

PDB for NP0198989 (7-({2-[(2-amino-1-hydroxy-3-methylpentylidene)aminosulfonyl]-1-hydroxyethylidene}amino)-6-hydroxy-4-(c-hydroxycarbonimidoyl)-2-methyl-1h,4ah,5h,6h,7ah-cyclopenta[c]pyridine-7-carboxylic acid)

3D PDB for NP0198989 (7-({2-[(2-amino-1-hydroxy-3-methylpentylidene)aminosulfonyl]-1-hydroxyethylidene}amino)-6-hydroxy-4-(c-hydroxycarbonimidoyl)-2-methyl-1h,4ah,5h,6h,7ah-cyclopenta[c]pyridine-7-carboxylic acid)

SMILES for NP0198989 (7-({2-[(2-amino-1-hydroxy-3-methylpentylidene)aminosulfonyl]-1-hydroxyethylidene}amino)-6-hydroxy-4-(c-hydroxycarbonimidoyl)-2-methyl-1h,4ah,5h,6h,7ah-cyclopenta[c]pyridine-7-carboxylic acid)

INCHI for NP0198989 (7-({2-[(2-amino-1-hydroxy-3-methylpentylidene)aminosulfonyl]-1-hydroxyethylidene}amino)-6-hydroxy-4-(c-hydroxycarbonimidoyl)-2-methyl-1h,4ah,5h,6h,7ah-cyclopenta[c]pyridine-7-carboxylic acid)

Structure for NP0198989 (7-({2-[(2-amino-1-hydroxy-3-methylpentylidene)aminosulfonyl]-1-hydroxyethylidene}amino)-6-hydroxy-4-(c-hydroxycarbonimidoyl)-2-methyl-1h,4ah,5h,6h,7ah-cyclopenta[c]pyridine-7-carboxylic acid)

3D Structure for NP0198989 (7-({2-[(2-amino-1-hydroxy-3-methylpentylidene)aminosulfonyl]-1-hydroxyethylidene}amino)-6-hydroxy-4-(c-hydroxycarbonimidoyl)-2-methyl-1h,4ah,5h,6h,7ah-cyclopenta[c]pyridine-7-carboxylic acid)