NP-MRD: Showing NP-Card for 3-epi-deoxynegamycin (NP0021354)

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Record Information

Version

1.0

Created at

2021-01-06 06:36:49 UTC

Updated at

2021-07-15 17:36:07 UTC

NP-MRD ID

NP0021354

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-epi-deoxynegamycin

Provided By

NPAtlas

Description

3-epi-deoxynegamycin is found in Streptomyces and Streptomyces goshikiensis. It was first documented in 1977 (PMID: 413822). Based on a literature review very few articles have been published on 2-({[(3S)-3,6-diamino-1-hydroxyhexylidene]amino}(methyl)amino)acetic acid (PMID: 16214879).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242120423D          

 36 35  0  0  0  0            999 V2000
    3.6484    0.8095   -1.6126 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2334    0.2249   -0.3789 N   0  0  1  0  0  0  0  0  0  0  0  0
    4.2816    0.1634    0.6085 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3299   -0.8232    0.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414   -1.5017   -0.8324 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4801   -0.9976    0.9572 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1463    0.8895    0.1786 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8471    0.4003   -0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7224   -0.6528   -0.8170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4069    0.9982    0.4501 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6064    0.2671   -0.1773 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4286   -1.1127    0.2316 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8088    0.7949    0.5153 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1275    0.2894    0.1046 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3929   -1.1625    0.2072 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7690   -1.4464   -0.2478 N   0  0  2  0  0  0  0  0  0  0  0  0
    2.8007    1.4028   -2.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8322    0.0133   -2.3725 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5507    1.4396   -1.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7321    1.1847    0.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9145   -0.0861    1.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3802   -0.9226    0.4687 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3301    1.7327    0.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4079    0.9215    1.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4043    2.0826    0.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5370    0.4300   -1.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3503   -1.7928   -0.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9160   -1.3740    1.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8185    1.9158    0.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6391    0.6537    1.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4345    0.6702   -0.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8885    0.7933    0.7832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3336   -1.5456    1.2432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7449   -1.8016   -0.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9000   -0.9854   -1.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4560   -1.0854    0.4527 H   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  2  0  0  0  0
  4  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  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  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  3 20  1  0  0  0  0
  3 21  1  0  0  0  0
  6 22  1  0  0  0  0
  7 23  1  0  0  0  0
 10 24  1  0  0  0  0
 10 25  1  0  0  0  0
 11 26  1  6  0  0  0
 12 27  1  0  0  0  0
 12 28  1  0  0  0  0
 13 29  1  0  0  0  0
 13 30  1  0  0  0  0
 14 31  1  0  0  0  0
 14 32  1  0  0  0  0
 15 33  1  0  0  0  0
 15 34  1  0  0  0  0
 16 35  1  0  0  0  0
 16 36  1  0  0  0  0
M  END

     RDKit          3D

 36 35  0  0  0  0  0  0  0  0999 V2000
    3.6484    0.8095   -1.6126 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2334    0.2249   -0.3789 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2816    0.1634    0.6085 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3299   -0.8232    0.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414   -1.5017   -0.8324 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4801   -0.9976    0.9572 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1463    0.8895    0.1786 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8471    0.4003   -0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7224   -0.6528   -0.8170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4069    0.9982    0.4501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6064    0.2671   -0.1773 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4286   -1.1127    0.2316 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8088    0.7949    0.5153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1275    0.2894    0.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3929   -1.1625    0.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7690   -1.4464   -0.2478 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8007    1.4028   -2.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8322    0.0133   -2.3725 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5507    1.4396   -1.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7321    1.1847    0.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9145   -0.0861    1.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3802   -0.9226    0.4687 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3301    1.7327    0.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4079    0.9215    1.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4043    2.0826    0.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5370    0.4300   -1.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3503   -1.7928   -0.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9160   -1.3740    1.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8185    1.9158    0.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6391    0.6537    1.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4345    0.6702   -0.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8885    0.7933    0.7832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3336   -1.5456    1.2432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7449   -1.8016   -0.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9000   -0.9854   -1.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4560   -1.0854    0.4527 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  2  0
  4  6  1  0
  2  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  6 22  1  0
  7 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  6
 12 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
M  END


  Mrv1652306242120423D          

 36 35  0  0  0  0            999 V2000
    3.6484    0.8095   -1.6126 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2334    0.2249   -0.3789 N   0  0  1  0  0  0  0  0  0  0  0  0
    4.2816    0.1634    0.6085 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3299   -0.8232    0.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414   -1.5017   -0.8324 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4801   -0.9976    0.9572 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1463    0.8895    0.1786 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8471    0.4003   -0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7224   -0.6528   -0.8170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4069    0.9982    0.4501 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6064    0.2671   -0.1773 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4286   -1.1127    0.2316 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8088    0.7949    0.5153 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1275    0.2894    0.1046 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3929   -1.1625    0.2072 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7690   -1.4464   -0.2478 N   0  0  2  0  0  0  0  0  0  0  0  0
    2.8007    1.4028   -2.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8322    0.0133   -2.3725 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5507    1.4396   -1.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7321    1.1847    0.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9145   -0.0861    1.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3802   -0.9226    0.4687 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3301    1.7327    0.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4079    0.9215    1.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4043    2.0826    0.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5370    0.4300   -1.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3503   -1.7928   -0.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9160   -1.3740    1.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8185    1.9158    0.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6391    0.6537    1.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4345    0.6702   -0.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8885    0.7933    0.7832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3336   -1.5456    1.2432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7449   -1.8016   -0.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9000   -0.9854   -1.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4560   -1.0854    0.4527 H   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  2  0  0  0  0
  4  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  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  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  3 20  1  0  0  0  0
  3 21  1  0  0  0  0
  6 22  1  0  0  0  0
  7 23  1  0  0  0  0
 10 24  1  0  0  0  0
 10 25  1  0  0  0  0
 11 26  1  6  0  0  0
 12 27  1  0  0  0  0
 12 28  1  0  0  0  0
 13 29  1  0  0  0  0
 13 30  1  0  0  0  0
 14 31  1  0  0  0  0
 14 32  1  0  0  0  0
 15 33  1  0  0  0  0
 15 34  1  0  0  0  0
 16 35  1  0  0  0  0
 16 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0021354

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C([H])([H])N(N([H])C(=O)C([H])([H])[C@@]([H])(N([H])[H])C([H])([H])C([H])([H])C([H])([H])N([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C9H20N4O3/c1-13(6-9(15)16)12-8(14)5-7(11)3-2-4-10/h7H,2-6,10-11H2,1H3,(H,12,14)(H,15,16)/t7-/m0/s1

> <INCHI_KEY>
GMDVGRCKPKMEFK-ZETCQYMHSA-N

> <FORMULA>
C9H20N4O3

> <MOLECULAR_WEIGHT>
232.284

> <EXACT_MASS>
232.15354052

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
24.85168762946183

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(3S)-3,6-diamino-N'-methylhexanehydrazido]acetic acid

> <ALOGPS_LOGP>
-3.38

> <JCHEM_LOGP>
-5.023806031058204

> <ALOGPS_LOGS>
-1.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.64936034713612

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.2462677457217115

> <JCHEM_PKA_STRONGEST_BASIC>
10.259369038446312

> <JCHEM_POLAR_SURFACE_AREA>
121.68

> <JCHEM_REFRACTIVITY>
58.833000000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.13e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(3S)-3,6-diamino-N'-methylhexanehydrazido]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 36 35  0  0  0  0  0  0  0  0999 V2000
    3.6484    0.8095   -1.6126 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2334    0.2249   -0.3789 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2816    0.1634    0.6085 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3299   -0.8232    0.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414   -1.5017   -0.8324 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4801   -0.9976    0.9572 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1463    0.8895    0.1786 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8471    0.4003   -0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7224   -0.6528   -0.8170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4069    0.9982    0.4501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6064    0.2671   -0.1773 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4286   -1.1127    0.2316 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8088    0.7949    0.5153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1275    0.2894    0.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3929   -1.1625    0.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7690   -1.4464   -0.2478 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8007    1.4028   -2.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8322    0.0133   -2.3725 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5507    1.4396   -1.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7321    1.1847    0.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9145   -0.0861    1.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3802   -0.9226    0.4687 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3301    1.7327    0.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4079    0.9215    1.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4043    2.0826    0.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5370    0.4300   -1.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3503   -1.7928   -0.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9160   -1.3740    1.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8185    1.9158    0.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6391    0.6537    1.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4345    0.6702   -0.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8885    0.7933    0.7832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3336   -1.5456    1.2432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7449   -1.8016   -0.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9000   -0.9854   -1.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4560   -1.0854    0.4527 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  2  0
  4  6  1  0
  2  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  6 22  1  0
  7 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  6
 12 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       3.648   0.810  -1.613  0.00  0.00           C+0
HETATM    2  N   UNK     0       3.233   0.225  -0.379  0.00  0.00           N+0
HETATM    3  C   UNK     0       4.282   0.163   0.609  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.330  -0.823   0.212  0.00  0.00           C+0
HETATM    5  O   UNK     0       5.141  -1.502  -0.832  0.00  0.00           O+0
HETATM    6  O   UNK     0       6.480  -0.998   0.957  0.00  0.00           O+0
HETATM    7  N   UNK     0       2.146   0.890   0.179  0.00  0.00           N+0
HETATM    8  C   UNK     0       0.847   0.400  -0.072  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.722  -0.653  -0.817  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.407   0.998   0.450  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.606   0.267  -0.177  0.00  0.00           C+0
HETATM   12  N   UNK     0      -1.429  -1.113   0.232  0.00  0.00           N+0
HETATM   13  C   UNK     0      -2.809   0.795   0.515  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.128   0.289   0.105  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.393  -1.163   0.207  0.00  0.00           C+0
HETATM   16  N   UNK     0      -5.769  -1.446  -0.248  0.00  0.00           N+0
HETATM   17  H   UNK     0       2.801   1.403  -2.010  0.00  0.00           H+0
HETATM   18  H   UNK     0       3.832   0.013  -2.373  0.00  0.00           H+0
HETATM   19  H   UNK     0       4.551   1.440  -1.460  0.00  0.00           H+0
HETATM   20  H   UNK     0       4.732   1.185   0.675  0.00  0.00           H+0
HETATM   21  H   UNK     0       3.914  -0.086   1.622  0.00  0.00           H+0
HETATM   22  H   UNK     0       7.380  -0.923   0.469  0.00  0.00           H+0
HETATM   23  H   UNK     0       2.330   1.733   0.769  0.00  0.00           H+0
HETATM   24  H   UNK     0      -0.408   0.922   1.543  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.404   2.083   0.142  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.537   0.430  -1.250  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.350  -1.793  -0.524  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.916  -1.374   1.090  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.818   1.916   0.389  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.639   0.654   1.619  0.00  0.00           H+0
HETATM   31  H   UNK     0      -4.434   0.670  -0.912  0.00  0.00           H+0
HETATM   32  H   UNK     0      -4.888   0.793   0.783  0.00  0.00           H+0
HETATM   33  H   UNK     0      -4.334  -1.546   1.243  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.745  -1.802  -0.410  0.00  0.00           H+0
HETATM   35  H   UNK     0      -5.900  -0.985  -1.184  0.00  0.00           H+0
HETATM   36  H   UNK     0      -6.456  -1.085   0.453  0.00  0.00           H+0
CONECT    1    2   17   18   19                                             
CONECT    2    1    3    7                                                  
CONECT    3    2    4   20   21                                             
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4   22                                                       
CONECT    7    2    8   23                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   24   25                                             
CONECT   11   10   12   13   26                                             
CONECT   12   11   27   28                                                  
CONECT   13   11   14   29   30                                             
CONECT   14   13   15   31   32                                             
CONECT   15   14   16   33   34                                             
CONECT   16   15   35   36                                                  
CONECT   17    1                                                            
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    3                                                            
CONECT   21    3                                                            
CONECT   22    6                                                            
CONECT   23    7                                                            
CONECT   24   10                                                            
CONECT   25   10                                                            
CONECT   26   11                                                            
CONECT   27   12                                                            
CONECT   28   12                                                            
CONECT   29   13                                                            
CONECT   30   13                                                            
CONECT   31   14                                                            
CONECT   32   14                                                            
CONECT   33   15                                                            
CONECT   34   15                                                            
CONECT   35   16                                                            
CONECT   36   16                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   70    0
END

RDKit          3D

36 35  0  0  0  0  0  0  0  0999 V2000
    3.6484    0.8095   -1.6126 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2334    0.2249   -0.3789 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2816    0.1634    0.6085 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3299   -0.8232    0.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414   -1.5017   -0.8324 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4801   -0.9976    0.9572 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1463    0.8895    0.1786 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8471    0.4003   -0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7224   -0.6528   -0.8170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4069    0.9982    0.4501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6064    0.2671   -0.1773 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4286   -1.1127    0.2316 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8088    0.7949    0.5153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1275    0.2894    0.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3929   -1.1625    0.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7690   -1.4464   -0.2478 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8007    1.4028   -2.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8322    0.0133   -2.3725 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5507    1.4396   -1.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7321    1.1847    0.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9145   -0.0861    1.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3802   -0.9226    0.4687 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3301    1.7327    0.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4079    0.9215    1.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4043    2.0826    0.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5370    0.4300   -1.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3503   -1.7928   -0.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9160   -1.3740    1.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8185    1.9158    0.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6391    0.6537    1.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4345    0.6702   -0.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8885    0.7933    0.7832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3336   -1.5456    1.2432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7449   -1.8016   -0.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9000   -0.9854   -1.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4560   -1.0854    0.4527 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  2  0
  4  6  1  0
  2  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  6 22  1  0
  7 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  6
 12 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
2-({[(3S)-3,6-diamino-1-hydroxyhexylidene]amino}(methyl)amino)acetate	Generator

Chemical Formula

C₉H₂₀N₄O₃

Average Mass

232.2840 Da

Monoisotopic Mass

232.15354 Da

IUPAC Name

2-[(3S)-3,6-diamino-N'-methylhexanehydrazido]acetic acid

Traditional Name

[(3S)-3,6-diamino-N'-methylhexanehydrazido]acetic acid

CAS Registry Number

Not Available

SMILES

CN(CC(O)=O)NC(=O)C[C@@H](N)CCCN

InChI Identifier

InChI=1S/C9H20N4O3/c1-13(6-9(15)16)12-8(14)5-7(11)3-2-4-10/h7H,2-6,10-11H2,1H3,(H,12,14)(H,15,16)/t7-/m0/s1

InChI Key

GMDVGRCKPKMEFK-ZETCQYMHSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Streptomyces	NPAtlas	413822
Streptomyces goshikiensis	LOTUS Database	35616633

Species Where Detected

Species Name	Source	Reference
Streptomyces goshikiensis No.MD967-A2	KNApSAcK Database	22123792

Chemical Taxonomy

Classification

Not classified

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	-3.4	ALOGPS
logP	-5	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	4.25	ChemAxon
pKa (Strongest Basic)	10.26	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	121.68 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	58.83 m³·mol⁻¹	ChemAxon
Polarizability	24.85 Å³	ChemAxon
Number of Rings	0	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

NPAtlas ID

NPA021109

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

39066

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

42831

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kondo S, Yoshida K, Ikeda T, Iinuma K, Honma Y, Hamada M, Umezawa H: 3-epi-deoxynegamycin and leucyl-3-epi-deoxynegamycin produced by Streptomyces. J Antibiot (Tokyo). 1977 Dec;30(12):1137-9. doi: 10.7164/antibiotics.30.1137. [PubMed:413822 ]
Quiniou C, Sennlaub F, Beauchamp MH, Checchin D, Lahaie I, Brault S, Gobeil F Jr, Sirinyan M, Kooli A, Hardy P, Pshezhetsky A, Chemtob S: Dominant role for calpain in thromboxane-induced neuromicrovascular endothelial cytotoxicity. J Pharmacol Exp Ther. 2006 Feb;316(2):618-27. doi: 10.1124/jpet.105.093898. Epub 2005 Oct 7. [PubMed:16214879 ]

Showing NP-Card for 3-epi-deoxynegamycin (NP0021354)

MOL for NP0021354 (3-epi-deoxynegamycin)

3D MOL for NP0021354 (3-epi-deoxynegamycin)

3D SDF for NP0021354 (3-epi-deoxynegamycin)

3D-SDF for NP0021354 (3-epi-deoxynegamycin)

PDB for NP0021354 (3-epi-deoxynegamycin)

3D PDB for NP0021354 (3-epi-deoxynegamycin)

SMILES for NP0021354 (3-epi-deoxynegamycin)

INCHI for NP0021354 (3-epi-deoxynegamycin)

Structure for NP0021354 (3-epi-deoxynegamycin)

3D Structure for NP0021354 (3-epi-deoxynegamycin)