NP-MRD: Showing NP-Card for N-1-beta-D-ribofuranosylmakaluvamine I (NP0027220)

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Record Information

Version

2.0

Created at

2021-06-19 18:54:08 UTC

Updated at

2021-06-29 23:53:13 UTC

NP-MRD ID

NP0027220

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N-1-beta-D-ribofuranosylmakaluvamine I

Provided By

JEOL Database JEOL Logo

Description

N-1-beta-D-ribofuranosylmakaluvamine I is found in Strongylodesma aliwaliensis. N-1-beta-D-ribofuranosylmakaluvamine I was first documented in 2004 (Keyzers, R. A., et al.). Based on a literature review very few articles have been published on N-1-beta-d-ribofuranosylmakaluvamine I.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192120543D          

 40 43  0  0  0  0            999 V2000
   -0.2411   -0.4551   -5.4605 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7749   -0.0254   -4.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6223    1.0202   -4.1604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2213    1.4764   -2.8782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0896    2.4172   -2.7417 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7093    2.6196   -1.3932 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8235    2.3071   -0.1588 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0112    1.0968   -0.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3714    0.1645    0.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6956   -0.7191   -0.4665 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0789   -1.8910   -0.0372 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3061   -2.2371    1.3125 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8883   -2.3966    2.1122 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9929   -1.2334    3.1045 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3319   -0.0147    2.4484 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0580   -2.4741    1.1435 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2542   -3.8432    0.7429 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5979   -1.6686   -0.0603 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2791   -2.1743   -1.2198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8891   -0.3145   -1.7724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395    0.7576   -1.7391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3492   -0.8048   -3.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4361   -1.7473   -3.0898 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3856   -1.2568   -5.4380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4666   -0.0039   -6.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9394    1.5820   -5.0308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6117    1.9957   -1.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0466    3.6602   -1.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4503    2.1882    0.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1476    3.1523    0.0197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3256    0.0491    1.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2265   -2.7204   -0.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7652   -3.3288    2.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0358   -1.0854    3.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7696   -1.4391    3.8475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2430    0.6972    3.1071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0084   -2.1279    1.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6604   -3.7807   -0.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8504   -0.6088    0.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7147   -2.0008   -2.0057 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 18  1  0  0  0  0
 22  2  1  0  0  0  0
 11 12  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
 21  4  1  0  0  0  0
 12 13  1  0  0  0  0
 13 16  1  0  0  0  0
 13 14  1  0  0  0  0
 16 17  1  0  0  0  0
 18 19  1  0  0  0  0
 11 10  1  0  0  0  0
 21  8  1  0  0  0  0
  4  5  2  0  0  0  0
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  8  9  2  0  0  0  0
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  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
 15 36  1  0  0  0  0
M  END

     RDKit          3D

 40 43  0  0  0  0  0  0  0  0999 V2000
   -0.2411   -0.4551   -5.4605 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7749   -0.0254   -4.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6223    1.0202   -4.1604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2213    1.4764   -2.8782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0896    2.4172   -2.7417 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7093    2.6196   -1.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8235    2.3071   -0.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0112    1.0968   -0.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3714    0.1645    0.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6956   -0.7191   -0.4665 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0789   -1.8910   -0.0372 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3061   -2.2371    1.3125 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8883   -2.3966    2.1122 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9929   -1.2334    3.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3319   -0.0147    2.4484 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0580   -2.4741    1.1435 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2542   -3.8432    0.7429 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5979   -1.6686   -0.0603 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2791   -2.1743   -1.2198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8891   -0.3145   -1.7724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395    0.7576   -1.7391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3492   -0.8048   -3.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4361   -1.7473   -3.0898 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3856   -1.2568   -5.4380 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.6117    1.9957   -1.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0466    3.6602   -1.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4503    2.1882    0.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1476    3.1523    0.0197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3256    0.0491    1.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2265   -2.7204   -0.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7652   -3.3288    2.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0358   -1.0854    3.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7696   -1.4391    3.8475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2430    0.6972    3.1071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0084   -2.1279    1.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6604   -3.7807   -0.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8504   -0.6088    0.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7147   -2.0008   -2.0057 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 18  1  0
 22  2  1  0
 11 12  1  0
  2  3  2  0
  3  4  1  0
 21  4  1  0
 12 13  1  0
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 13 14  1  0
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 18 19  1  0
 11 10  1  0
 21  8  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
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  8  9  2  0
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 20 10  1  0
 21 20  2  0
 22 23  2  0
 16 18  1  0
  2  1  1  0
 20 22  1  0
 14 15  1  0
 16 37  1  1
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 11 32  1  6
 13 33  1  1
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 14 35  1  0
 17 38  1  0
 19 40  1  0
  3 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  9 31  1  0
  1 24  1  0
  1 25  1  0
 15 36  1  0
M  END


  Mrv1652306192120543D          

 40 43  0  0  0  0            999 V2000
   -0.2411   -0.4551   -5.4605 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7749   -0.0254   -4.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6223    1.0202   -4.1604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2213    1.4764   -2.8782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0896    2.4172   -2.7417 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7093    2.6196   -1.3932 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8235    2.3071   -0.1588 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0112    1.0968   -0.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3714    0.1645    0.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6956   -0.7191   -0.4665 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0789   -1.8910   -0.0372 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3061   -2.2371    1.3125 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8883   -2.3966    2.1122 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9929   -1.2334    3.1045 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3319   -0.0147    2.4484 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0580   -2.4741    1.1435 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2542   -3.8432    0.7429 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5979   -1.6686   -0.0603 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2791   -2.1743   -1.2198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8891   -0.3145   -1.7724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395    0.7576   -1.7391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3492   -0.8048   -3.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4361   -1.7473   -3.0898 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4666   -0.0039   -6.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.4503    2.1882    0.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7652   -3.3288    2.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0358   -1.0854    3.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7696   -1.4391    3.8475 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0084   -2.1279    1.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6604   -3.7807   -0.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8504   -0.6088    0.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7147   -2.0008   -2.0057 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 18  1  0  0  0  0
 22  2  1  0  0  0  0
 11 12  1  0  0  0  0
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 21  4  1  0  0  0  0
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 18 19  1  0  0  0  0
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 21  8  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
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 20 10  1  0  0  0  0
 21 20  2  0  0  0  0
 22 23  2  0  0  0  0
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  2  1  1  0  0  0  0
 20 22  1  0  0  0  0
 14 15  1  0  0  0  0
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 14 35  1  0  0  0  0
 17 38  1  0  0  0  0
 19 40  1  0  0  0  0
  3 26  1  0  0  0  0
  6 27  1  0  0  0  0
  6 28  1  0  0  0  0
  7 29  1  0  0  0  0
  7 30  1  0  0  0  0
  9 31  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
 15 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0027220

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=C3C4=C2C(=O)C(N([H])[H])=C([H])C4=NC([H])([H])C3([H])[H])[C@]([H])(O[H])[C@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H17N3O5/c16-7-3-8-10-6(1-2-17-8)4-18(11(10)12(7)20)15-14(22)13(21)9(5-19)23-15/h3-4,9,13-15,19,21-22H,1-2,5,16H2/t9-,13-,14-,15-/m1/s1

> <INCHI_KEY>
AUNGFOATFKRUPG-SEWBAHNZSA-N

> <FORMULA>
C15H17N3O5

> <MOLECULAR_WEIGHT>
319.317

> <EXACT_MASS>
319.116820659

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
31.75223914334609

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
10-amino-2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,7-diazatricyclo[6.3.1.0^{4,12}]dodeca-1(12),3,7,9-tetraen-11-one

> <ALOGPS_LOGP>
-0.89

> <JCHEM_LOGP>
-1.945360461666666

> <ALOGPS_LOGS>
-1.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.892319200934075

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.457058517259856

> <JCHEM_PKA_STRONGEST_BASIC>
8.232589787737297

> <JCHEM_POLAR_SURFACE_AREA>
130.3

> <JCHEM_REFRACTIVITY>
81.30409999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.03e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-amino-2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,7-diazatricyclo[6.3.1.0^{4,12}]dodeca-1(12),3,7,9-tetraen-11-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 40 43  0  0  0  0  0  0  0  0999 V2000
   -0.2411   -0.4551   -5.4605 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7749   -0.0254   -4.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6223    1.0202   -4.1604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2213    1.4764   -2.8782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0896    2.4172   -2.7417 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7093    2.6196   -1.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8235    2.3071   -0.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0112    1.0968   -0.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3714    0.1645    0.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6956   -0.7191   -0.4665 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0789   -1.8910   -0.0372 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3061   -2.2371    1.3125 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8883   -2.3966    2.1122 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9929   -1.2334    3.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3319   -0.0147    2.4484 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0580   -2.4741    1.1435 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2542   -3.8432    0.7429 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5979   -1.6686   -0.0603 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2791   -2.1743   -1.2198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8891   -0.3145   -1.7724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395    0.7576   -1.7391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3492   -0.8048   -3.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4361   -1.7473   -3.0898 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3856   -1.2568   -5.4380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4666   -0.0039   -6.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9394    1.5820   -5.0308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6117    1.9957   -1.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0466    3.6602   -1.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4503    2.1882    0.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1476    3.1523    0.0197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3256    0.0491    1.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2265   -2.7204   -0.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7652   -3.3288    2.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0358   -1.0854    3.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7696   -1.4391    3.8475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2430    0.6972    3.1071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0084   -2.1279    1.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6604   -3.7807   -0.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8504   -0.6088    0.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7147   -2.0008   -2.0057 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 18  1  0
 22  2  1  0
 11 12  1  0
  2  3  2  0
  3  4  1  0
 21  4  1  0
 12 13  1  0
 13 16  1  0
 13 14  1  0
 16 17  1  0
 18 19  1  0
 11 10  1  0
 21  8  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 20 10  1  0
 21 20  2  0
 22 23  2  0
 16 18  1  0
  2  1  1  0
 20 22  1  0
 14 15  1  0
 16 37  1  1
 18 39  1  1
 11 32  1  6
 13 33  1  1
 14 34  1  0
 14 35  1  0
 17 38  1  0
 19 40  1  0
  3 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  9 31  1  0
  1 24  1  0
  1 25  1  0
 15 36  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  N   UNK     0      -0.241  -0.455  -5.460  0.00  0.00           N+0
HETATM    2  C   UNK     0      -0.775  -0.025  -4.269  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.622   1.020  -4.160  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.221   1.476  -2.878  0.00  0.00           C+0
HETATM    5  N   UNK     0      -3.090   2.417  -2.742  0.00  0.00           N+0
HETATM    6  C   UNK     0      -3.709   2.620  -1.393  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.824   2.307  -0.159  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.011   1.097  -0.415  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.371   0.165   0.369  0.00  0.00           C+0
HETATM   10  N   UNK     0      -0.696  -0.719  -0.467  0.00  0.00           N+0
HETATM   11  C   UNK     0       0.079  -1.891  -0.037  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.306  -2.237   1.313  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.888  -2.397   2.112  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.993  -1.233   3.104  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.332  -0.015   2.448  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.058  -2.474   1.143  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.254  -3.843   0.743  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.598  -1.669  -0.060  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.279  -2.174  -1.220  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.889  -0.315  -1.772  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.740   0.758  -1.739  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.349  -0.805  -3.009  0.00  0.00           C+0
HETATM   23  O   UNK     0       0.436  -1.747  -3.090  0.00  0.00           O+0
HETATM   24  H   UNK     0       0.386  -1.257  -5.438  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.467  -0.004  -6.337  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.939   1.582  -5.031  0.00  0.00           H+0
HETATM   27  H   UNK     0      -4.612   1.996  -1.357  0.00  0.00           H+0
HETATM   28  H   UNK     0      -4.047   3.660  -1.329  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.450   2.188   0.731  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.148   3.152   0.020  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.326   0.049   1.444  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.227  -2.720  -0.686  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.765  -3.329   2.675  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.036  -1.085   3.615  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.770  -1.439   3.848  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.243   0.697   3.107  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.008  -2.128   1.560  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.660  -3.781  -0.149  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.850  -0.609   0.046  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.715  -2.001  -2.006  0.00  0.00           H+0
CONECT    1    2   24   25                                                  
CONECT    2   22    3    1                                                  
CONECT    3    2    4   26                                                  
CONECT    4    3   21    5                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   27   28                                             
CONECT    7    6    8   29   30                                             
CONECT    8   21    7    9                                                  
CONECT    9    8   10   31                                                  
CONECT   10   11    9   20                                                  
CONECT   11   18   12   10   32                                             
CONECT   12   11   13                                                       
CONECT   13   12   16   14   33                                             
CONECT   14   13   15   34   35                                             
CONECT   15   14   36                                                       
CONECT   16   13   17   18   37                                             
CONECT   17   16   38                                                       
CONECT   18   11   19   16   39                                             
CONECT   19   18   40                                                       
CONECT   20   10   21   22                                                  
CONECT   21    4    8   20                                                  
CONECT   22    2   23   20                                                  
CONECT   23   22                                                            
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    3                                                            
CONECT   27    6                                                            
CONECT   28    6                                                            
CONECT   29    7                                                            
CONECT   30    7                                                            
CONECT   31    9                                                            
CONECT   32   11                                                            
CONECT   33   13                                                            
CONECT   34   14                                                            
CONECT   35   14                                                            
CONECT   36   15                                                            
CONECT   37   16                                                            
CONECT   38   17                                                            
CONECT   39   18                                                            
CONECT   40   19                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   86    0
END

RDKit          3D

40 43  0  0  0  0  0  0  0  0999 V2000
   -0.2411   -0.4551   -5.4605 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7749   -0.0254   -4.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6223    1.0202   -4.1604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2213    1.4764   -2.8782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0896    2.4172   -2.7417 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7093    2.6196   -1.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8235    2.3071   -0.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0112    1.0968   -0.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3714    0.1645    0.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6956   -0.7191   -0.4665 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0789   -1.8910   -0.0372 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3061   -2.2371    1.3125 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8883   -2.3966    2.1122 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9929   -1.2334    3.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3319   -0.0147    2.4484 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0580   -2.4741    1.1435 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2542   -3.8432    0.7429 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5979   -1.6686   -0.0603 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2791   -2.1743   -1.2198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8891   -0.3145   -1.7724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395    0.7576   -1.7391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3492   -0.8048   -3.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4361   -1.7473   -3.0898 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3856   -1.2568   -5.4380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4666   -0.0039   -6.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9394    1.5820   -5.0308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6117    1.9957   -1.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0466    3.6602   -1.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4503    2.1882    0.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1476    3.1523    0.0197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3256    0.0491    1.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2265   -2.7204   -0.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7652   -3.3288    2.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0358   -1.0854    3.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7696   -1.4391    3.8475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2430    0.6972    3.1071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0084   -2.1279    1.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6604   -3.7807   -0.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8504   -0.6088    0.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7147   -2.0008   -2.0057 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 18  1  0
 22  2  1  0
 11 12  1  0
  2  3  2  0
  3  4  1  0
 21  4  1  0
 12 13  1  0
 13 16  1  0
 13 14  1  0
 16 17  1  0
 18 19  1  0
 11 10  1  0
 21  8  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 20 10  1  0
 21 20  2  0
 22 23  2  0
 16 18  1  0
  2  1  1  0
 20 22  1  0
 14 15  1  0
 16 37  1  1
 18 39  1  1
 11 32  1  6
 13 33  1  1
 14 34  1  0
 14 35  1  0
 17 38  1  0
 19 40  1  0
  3 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  9 31  1  0
  1 24  1  0
  1 25  1  0
 15 36  1  0
M  END

View in JSmol

Synonyms

Value	Source
N-1-b-D-Ribofuranosylmakaluvamine I	Generator
N-1-Β-D-ribofuranosylmakaluvamine I	Generator

Chemical Formula

C₁₅H₁₇N₃O₅

Average Mass

319.3170 Da

Monoisotopic Mass

319.11682 Da

IUPAC Name

10-amino-2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,7-diazatricyclo[6.3.1.0^{4,12}]dodeca-1(12),3,7,9-tetraen-11-one

Traditional Name

10-amino-2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,7-diazatricyclo[6.3.1.0^{4,12}]dodeca-1(12),3,7,9-tetraen-11-one

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=C3C4=C2C(=O)C(N([H])[H])=C([H])C4=NC([H])([H])C3([H])[H])[C@]([H])(O[H])[C@]1([H])O[H]

InChI Identifier

InChI=1S/C15H17N3O5/c16-7-3-8-10-6(1-2-17-8)4-18(11(10)12(7)20)15-14(22)13(21)9(5-19)23-15/h3-4,9,13-15,19,21-22H,1-2,5,16H2/t9-,13-,14-,15-/m1/s1

InChI Key

AUNGFOATFKRUPG-SEWBAHNZSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Strongylodesma aliwaliensis	JEOL database	Keyzers, R. A., et al, Tetrahedron Letts. 45, 9415 (2004)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrrolo[4,3,2-de]quinolines. These are organic heterocyclic compounds with a structure based on the Pyrrolo[4,3,2-de]quinoline skeleton.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Pyrroloquinolines

Direct Parent

Pyrrolo[4,3,2-de]quinolines

Alternative Parents

Substituents

Pyrrolo[4,3,2-de]quinoline
Glycosyl compound
N-glycosyl compound
Pentose monosaccharide
Indole or derivatives
Aryl ketone
Monosaccharide
Substituted pyrrole
Heteroaromatic compound
Oxolane
Pyrrole
Ketimine
Ketone
Secondary alcohol
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Azacycle
Oxacycle
Enamine
Primary amine
Organonitrogen compound
Hydrocarbon derivative
Primary aliphatic amine
Amine
Alcohol
Organic oxide
Imine
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Primary alcohol
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	-0.89	ALOGPS
logP	-1.9	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	12.46	ChemAxon
pKa (Strongest Basic)	8.23	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	130.3 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	81.3 m³·mol⁻¹	ChemAxon
Polarizability	31.75 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

29213450

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46176626

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Keyzers, R. A., et al. (2004). Keyzers, R. A., et al, Tetrahedron Letts. 45, 9415 (2004). Tetrahedron Lett.

Showing NP-Card for N-1-beta-D-ribofuranosylmakaluvamine I (NP0027220)

MOL for NP0027220 (N-1-beta-D-ribofuranosylmakaluvamine I)

3D MOL for NP0027220 (N-1-beta-D-ribofuranosylmakaluvamine I)

3D SDF for NP0027220 (N-1-beta-D-ribofuranosylmakaluvamine I)

3D-SDF for NP0027220 (N-1-beta-D-ribofuranosylmakaluvamine I)

PDB for NP0027220 (N-1-beta-D-ribofuranosylmakaluvamine I)

3D PDB for NP0027220 (N-1-beta-D-ribofuranosylmakaluvamine I)

SMILES for NP0027220 (N-1-beta-D-ribofuranosylmakaluvamine I)

INCHI for NP0027220 (N-1-beta-D-ribofuranosylmakaluvamine I)

Structure for NP0027220 (N-1-beta-D-ribofuranosylmakaluvamine I)

3D Structure for NP0027220 (N-1-beta-D-ribofuranosylmakaluvamine I)