NP-MRD: Showing NP-Card for Farinamycin (NP0010346)

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Record Information

Version

1.0

Created at

2021-01-05 19:53:58 UTC

Updated at

2021-07-15 17:05:50 UTC

NP-MRD ID

NP0010346

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Farinamycin

Provided By

NPAtlas

Description

(3R,4R,5R)-3-{[5-(4,8-dihydroxyquinazolin-2-yl)-2-hydroxyphenyl]amino}-2,4,5-trihydroxy-6-iminocyclohex-1-ene-1-carboximidic acid belongs to the class of organic compounds known as quinazolines. Quinazolines are compounds containing a quinazoline moiety, which is made up of two fused six-member aromatic rings, a benzene ring and a pyrimidine ring. Farinamycin is found in Streptomyces griseus. It was first documented in 2011 (PMID: 21939253). Based on a literature review very few articles have been published on (3R,4R,5R)-3-{[5-(4,8-dihydroxyquinazolin-2-yl)-2-hydroxyphenyl]amino}-2,4,5-trihydroxy-6-iminocyclohex-1-ene-1-carboximidic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242107373D          

 52 55  0  0  0  0            999 V2000
   -3.2384    1.4023    2.8711 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4290    0.6275    1.8824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0281    1.0377    0.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1133    2.4146    0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6019    3.4136    0.9791 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7529    2.7338   -1.0859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5839    0.1119   -0.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1898    0.3953   -1.5890 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5584   -1.2759    0.2739 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0882   -2.2675   -0.6219 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7586   -2.2455   -1.1031 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1053   -1.2444   -0.6124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4093   -1.1446   -1.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3349   -0.1136   -0.5159 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6173   -0.1056   -0.9764 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5011    0.8071   -0.5645 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8167    0.8122   -1.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2054   -0.1451   -1.9505 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6964    1.7699   -0.5898 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3034    2.7311    0.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0146    2.7262    0.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1235    1.7705    0.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8316    1.7779    0.8237 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4418    2.6529    1.6690 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9908    0.8297    0.3676 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8715   -2.0792   -1.9279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0450   -3.0590   -2.4148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2857   -3.1565   -2.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1092   -4.1401   -2.4996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9253   -1.5056    0.8354 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2257   -2.8449    1.0266 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0557   -0.7042    2.1102 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3684   -0.5948    2.5364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8224    2.3367    2.9009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0180    4.2422    1.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5291    3.2743    1.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5321   -0.0423   -2.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8649   -1.1946    1.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7225   -3.0256   -0.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2644   -0.5318    0.1038 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5723   -0.8480   -2.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7271    1.8164   -0.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9930    3.4779    0.6752 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6547    3.4528    1.5063 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0080    0.8295    0.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8997   -2.0036   -2.2420 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3740   -3.7971   -3.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0680   -4.3102   -2.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6757   -1.0633    0.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9263   -2.8930    1.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4130   -1.2333    2.8699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3883    0.1253    3.2210 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  3  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 13 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
  9 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
 32  2  1  0  0  0  0
 28 11  1  0  0  0  0
 25 14  1  0  0  0  0
 22 16  1  0  0  0  0
  1 34  1  0  0  0  0
  5 35  1  0  0  0  0
  5 36  1  0  0  0  0
  8 37  1  0  0  0  0
  9 38  1  1  0  0  0
 10 39  1  0  0  0  0
 12 40  1  0  0  0  0
 18 41  1  0  0  0  0
 19 42  1  0  0  0  0
 20 43  1  0  0  0  0
 21 44  1  0  0  0  0
 25 45  1  0  0  0  0
 26 46  1  0  0  0  0
 27 47  1  0  0  0  0
 29 48  1  0  0  0  0
 30 49  1  6  0  0  0
 31 50  1  0  0  0  0
 32 51  1  1  0  0  0
 33 52  1  0  0  0  0
M  END

     RDKit          3D

 52 55  0  0  0  0  0  0  0  0999 V2000
   -3.2384    1.4023    2.8711 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4290    0.6275    1.8824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0281    1.0377    0.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1133    2.4146    0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6019    3.4136    0.9791 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7529    2.7338   -1.0859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5839    0.1119   -0.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1898    0.3953   -1.5890 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5584   -1.2759    0.2739 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0882   -2.2675   -0.6219 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7586   -2.2455   -1.1031 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1053   -1.2444   -0.6124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4093   -1.1446   -1.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3349   -0.1136   -0.5159 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6173   -0.1056   -0.9764 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5011    0.8071   -0.5645 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8167    0.8122   -1.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2054   -0.1451   -1.9505 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6964    1.7699   -0.5898 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3034    2.7311    0.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0146    2.7262    0.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1235    1.7705    0.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8316    1.7779    0.8237 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4418    2.6529    1.6690 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9908    0.8297    0.3676 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8715   -2.0792   -1.9279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0450   -3.0590   -2.4148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2857   -3.1565   -2.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1092   -4.1401   -2.4996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9253   -1.5056    0.8354 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2257   -2.8449    1.0266 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0557   -0.7042    2.1102 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3684   -0.5948    2.5364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8224    2.3367    2.9009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0180    4.2422    1.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5291    3.2743    1.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5321   -0.0423   -2.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8649   -1.1946    1.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7225   -3.0256   -0.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2644   -0.5318    0.1038 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5723   -0.8480   -2.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7271    1.8164   -0.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9930    3.4779    0.6752 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6547    3.4528    1.5063 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0080    0.8295    0.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8997   -2.0036   -2.2420 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3740   -3.7971   -3.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0680   -4.3102   -2.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6757   -1.0633    0.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9263   -2.8930    1.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4130   -1.2333    2.8699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3883    0.1253    3.2210 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  3  7  2  0
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  7  9  1  0
  9 10  1  0
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 22 23  1  0
 23 24  2  0
 23 25  1  0
 13 26  2  0
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  9 30  1  0
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 32 33  1  0
 32  2  1  0
 28 11  1  0
 25 14  1  0
 22 16  1  0
  1 34  1  0
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 27 47  1  0
 29 48  1  0
 30 49  1  6
 31 50  1  0
 32 51  1  1
 33 52  1  0
M  END


  Mrv1652306242107373D          

 52 55  0  0  0  0            999 V2000
   -3.2384    1.4023    2.8711 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4290    0.6275    1.8824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0281    1.0377    0.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1133    2.4146    0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6019    3.4136    0.9791 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7529    2.7338   -1.0859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5839    0.1119   -0.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1898    0.3953   -1.5890 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5584   -1.2759    0.2739 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0882   -2.2675   -0.6219 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7586   -2.2455   -1.1031 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1053   -1.2444   -0.6124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4093   -1.1446   -1.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3349   -0.1136   -0.5159 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6173   -0.1056   -0.9764 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5011    0.8071   -0.5645 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8167    0.8122   -1.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2054   -0.1451   -1.9505 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6964    1.7699   -0.5898 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3034    2.7311    0.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0146    2.7262    0.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1235    1.7705    0.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8316    1.7779    0.8237 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4418    2.6529    1.6690 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9908    0.8297    0.3676 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8715   -2.0792   -1.9279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0450   -3.0590   -2.4148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2857   -3.1565   -2.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1092   -4.1401   -2.4996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9253   -1.5056    0.8354 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2257   -2.8449    1.0266 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0557   -0.7042    2.1102 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3684   -0.5948    2.5364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8224    2.3367    2.9009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0180    4.2422    1.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5291    3.2743    1.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5321   -0.0423   -2.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8649   -1.1946    1.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7225   -3.0256   -0.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2644   -0.5318    0.1038 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5723   -0.8480   -2.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7271    1.8164   -0.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9930    3.4779    0.6752 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6547    3.4528    1.5063 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0080    0.8295    0.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8997   -2.0036   -2.2420 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3740   -3.7971   -3.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0680   -4.3102   -2.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6757   -1.0633    0.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9263   -2.8930    1.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4130   -1.2333    2.8699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3883    0.1253    3.2210 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  3  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 13 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
  9 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
 32  2  1  0  0  0  0
 28 11  1  0  0  0  0
 25 14  1  0  0  0  0
 22 16  1  0  0  0  0
  1 34  1  0  0  0  0
  5 35  1  0  0  0  0
  5 36  1  0  0  0  0
  8 37  1  0  0  0  0
  9 38  1  1  0  0  0
 10 39  1  0  0  0  0
 12 40  1  0  0  0  0
 18 41  1  0  0  0  0
 19 42  1  0  0  0  0
 20 43  1  0  0  0  0
 21 44  1  0  0  0  0
 25 45  1  0  0  0  0
 26 46  1  0  0  0  0
 27 47  1  0  0  0  0
 29 48  1  0  0  0  0
 30 49  1  6  0  0  0
 31 50  1  0  0  0  0
 32 51  1  1  0  0  0
 33 52  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0010346

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(C([H])=C1N([H])[C@@]1([H])C(O[H])=C(C(=O)N([H])[H])C(=N[H])[C@@]([H])(O[H])[C@]1([H])O[H])C1=NC2=C(O[H])C([H])=C([H])C([H])=C2C(=O)N1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H19N5O7/c22-13-12(19(23)32)16(29)15(18(31)17(13)30)24-9-6-7(4-5-10(9)27)20-25-14-8(21(33)26-20)2-1-3-11(14)28/h1-6,15,17-18,22,24,27-31H,(H2,23,32)(H,25,26,33)/b22-13+/t15-,17+,18+/m0/s1

> <INCHI_KEY>
CSYYLLBGIIYORZ-CGTJXYLNSA-N

> <FORMULA>
C21H19N5O7

> <MOLECULAR_WEIGHT>
453.411

> <EXACT_MASS>
453.128447972

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
44.150226760517214

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,4R,5R)-2,4,5-trihydroxy-3-{[2-hydroxy-5-(8-hydroxy-4-oxo-3,4-dihydroquinazolin-2-yl)phenyl]amino}-6-iminocyclohex-1-ene-1-carboxamide

> <ALOGPS_LOGP>
0.52

> <JCHEM_LOGP>
-1.244993339

> <ALOGPS_LOGS>
-3.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.206872604809481

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.607191091537315

> <JCHEM_PKA_STRONGEST_BASIC>
5.45665157418692

> <JCHEM_POLAR_SURFACE_AREA>
221.57999999999996

> <JCHEM_REFRACTIVITY>
129.6174

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.23e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,4R,5R)-2,4,5-trihydroxy-3-{[2-hydroxy-5-(8-hydroxy-4-oxo-3H-quinazolin-2-yl)phenyl]amino}-6-iminocyclohex-1-ene-1-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 52 55  0  0  0  0  0  0  0  0999 V2000
   -3.2384    1.4023    2.8711 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4290    0.6275    1.8824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0281    1.0377    0.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1133    2.4146    0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6019    3.4136    0.9791 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7529    2.7338   -1.0859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5839    0.1119   -0.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1898    0.3953   -1.5890 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5584   -1.2759    0.2739 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0882   -2.2675   -0.6219 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7586   -2.2455   -1.1031 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1053   -1.2444   -0.6124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4093   -1.1446   -1.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3349   -0.1136   -0.5159 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6173   -0.1056   -0.9764 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5011    0.8071   -0.5645 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8167    0.8122   -1.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2054   -0.1451   -1.9505 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6964    1.7699   -0.5898 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3034    2.7311    0.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0146    2.7262    0.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1235    1.7705    0.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8316    1.7779    0.8237 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4418    2.6529    1.6690 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9908    0.8297    0.3676 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8715   -2.0792   -1.9279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0450   -3.0590   -2.4148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2857   -3.1565   -2.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1092   -4.1401   -2.4996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9253   -1.5056    0.8354 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2257   -2.8449    1.0266 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0557   -0.7042    2.1102 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3684   -0.5948    2.5364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8224    2.3367    2.9009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0180    4.2422    1.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5291    3.2743    1.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5321   -0.0423   -2.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8649   -1.1946    1.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7225   -3.0256   -0.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2644   -0.5318    0.1038 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5723   -0.8480   -2.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7271    1.8164   -0.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9930    3.4779    0.6752 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6547    3.4528    1.5063 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0080    0.8295    0.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8997   -2.0036   -2.2420 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3740   -3.7971   -3.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0680   -4.3102   -2.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6757   -1.0633    0.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9263   -2.8930    1.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4130   -1.2333    2.8699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3883    0.1253    3.2210 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  3  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 13 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
  9 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32  2  1  0
 28 11  1  0
 25 14  1  0
 22 16  1  0
  1 34  1  0
  5 35  1  0
  5 36  1  0
  8 37  1  0
  9 38  1  1
 10 39  1  0
 12 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
 21 44  1  0
 25 45  1  0
 26 46  1  0
 27 47  1  0
 29 48  1  0
 30 49  1  6
 31 50  1  0
 32 51  1  1
 33 52  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  N   UNK     0      -3.238   1.402   2.871  0.00  0.00           N+0
HETATM    2  C   UNK     0      -3.429   0.628   1.882  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.028   1.038   0.527  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.113   2.415   0.091  0.00  0.00           C+0
HETATM    5  N   UNK     0      -3.602   3.414   0.979  0.00  0.00           N+0
HETATM    6  O   UNK     0      -2.753   2.734  -1.086  0.00  0.00           O+0
HETATM    7  C   UNK     0      -2.584   0.112  -0.314  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.190   0.395  -1.589  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.558  -1.276   0.274  0.00  0.00           C+0
HETATM   10  N   UNK     0      -2.088  -2.268  -0.622  0.00  0.00           N+0
HETATM   11  C   UNK     0      -0.759  -2.245  -1.103  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.105  -1.244  -0.612  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.409  -1.145  -1.008  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.335  -0.114  -0.516  0.00  0.00           C+0
HETATM   15  N   UNK     0       3.617  -0.106  -0.976  0.00  0.00           N+0
HETATM   16  C   UNK     0       4.501   0.807  -0.565  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.817   0.812  -1.039  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.205  -0.145  -1.950  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.696   1.770  -0.590  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.303   2.731   0.326  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.015   2.726   0.791  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.123   1.771   0.347  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.832   1.778   0.824  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.442   2.653   1.669  0.00  0.00           O+0
HETATM   25  N   UNK     0       1.991   0.830   0.368  0.00  0.00           N+0
HETATM   26  C   UNK     0       1.871  -2.079  -1.928  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.045  -3.059  -2.415  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.286  -3.156  -2.008  0.00  0.00           C+0
HETATM   29  O   UNK     0      -1.109  -4.140  -2.500  0.00  0.00           O+0
HETATM   30  C   UNK     0      -3.925  -1.506   0.835  0.00  0.00           C+0
HETATM   31  O   UNK     0      -4.226  -2.845   1.027  0.00  0.00           O+0
HETATM   32  C   UNK     0      -4.056  -0.704   2.110  0.00  0.00           C+0
HETATM   33  O   UNK     0      -5.368  -0.595   2.536  0.00  0.00           O+0
HETATM   34  H   UNK     0      -2.822   2.337   2.901  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.018   4.242   1.169  0.00  0.00           H+0
HETATM   36  H   UNK     0      -4.529   3.274   1.406  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.532  -0.042  -2.435  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.865  -1.195   1.163  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.723  -3.026  -0.934  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.264  -0.532   0.104  0.00  0.00           H+0
HETATM   41  H   UNK     0       5.572  -0.848  -2.285  0.00  0.00           H+0
HETATM   42  H   UNK     0       7.727   1.816  -0.928  0.00  0.00           H+0
HETATM   43  H   UNK     0       6.993   3.478   0.675  0.00  0.00           H+0
HETATM   44  H   UNK     0       4.655   3.453   1.506  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.008   0.830   0.725  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.900  -2.004  -2.242  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.374  -3.797  -3.128  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.068  -4.310  -2.288  0.00  0.00           H+0
HETATM   49  H   UNK     0      -4.676  -1.063   0.117  0.00  0.00           H+0
HETATM   50  H   UNK     0      -4.926  -2.893   1.746  0.00  0.00           H+0
HETATM   51  H   UNK     0      -3.413  -1.233   2.870  0.00  0.00           H+0
HETATM   52  H   UNK     0      -5.388   0.125   3.221  0.00  0.00           H+0
CONECT    1    2   34                                                       
CONECT    2    1    3   32                                                  
CONECT    3    2    4    7                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4   35   36                                                  
CONECT    6    4                                                            
CONECT    7    3    8    9                                                  
CONECT    8    7   37                                                       
CONECT    9    7   10   30   38                                             
CONECT   10    9   11   39                                                  
CONECT   11   10   12   28                                                  
CONECT   12   11   13   40                                                  
CONECT   13   12   14   26                                                  
CONECT   14   13   15   25                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   22                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17   41                                                       
CONECT   19   17   20   42                                                  
CONECT   20   19   21   43                                                  
CONECT   21   20   22   44                                                  
CONECT   22   21   23   16                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   14   45                                                  
CONECT   26   13   27   46                                                  
CONECT   27   26   28   47                                                  
CONECT   28   27   29   11                                                  
CONECT   29   28   48                                                       
CONECT   30    9   31   32   49                                             
CONECT   31   30   50                                                       
CONECT   32   30   33    2   51                                             
CONECT   33   32   52                                                       
CONECT   34    1                                                            
CONECT   35    5                                                            
CONECT   36    5                                                            
CONECT   37    8                                                            
CONECT   38    9                                                            
CONECT   39   10                                                            
CONECT   40   12                                                            
CONECT   41   18                                                            
CONECT   42   19                                                            
CONECT   43   20                                                            
CONECT   44   21                                                            
CONECT   45   25                                                            
CONECT   46   26                                                            
CONECT   47   27                                                            
CONECT   48   29                                                            
CONECT   49   30                                                            
CONECT   50   31                                                            
CONECT   51   32                                                            
CONECT   52   33                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  110    0
END

RDKit          3D

52 55  0  0  0  0  0  0  0  0999 V2000
   -3.2384    1.4023    2.8711 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4290    0.6275    1.8824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0281    1.0377    0.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1133    2.4146    0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6019    3.4136    0.9791 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7529    2.7338   -1.0859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5839    0.1119   -0.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1898    0.3953   -1.5890 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5584   -1.2759    0.2739 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0882   -2.2675   -0.6219 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7586   -2.2455   -1.1031 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1053   -1.2444   -0.6124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4093   -1.1446   -1.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3349   -0.1136   -0.5159 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6173   -0.1056   -0.9764 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5011    0.8071   -0.5645 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8167    0.8122   -1.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2054   -0.1451   -1.9505 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6964    1.7699   -0.5898 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3034    2.7311    0.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0146    2.7262    0.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1235    1.7705    0.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8316    1.7779    0.8237 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4418    2.6529    1.6690 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9908    0.8297    0.3676 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8715   -2.0792   -1.9279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0450   -3.0590   -2.4148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2857   -3.1565   -2.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1092   -4.1401   -2.4996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9253   -1.5056    0.8354 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2257   -2.8449    1.0266 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0557   -0.7042    2.1102 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3684   -0.5948    2.5364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8224    2.3367    2.9009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0180    4.2422    1.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5291    3.2743    1.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5321   -0.0423   -2.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8649   -1.1946    1.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7225   -3.0256   -0.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2644   -0.5318    0.1038 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5723   -0.8480   -2.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7271    1.8164   -0.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9930    3.4779    0.6752 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6547    3.4528    1.5063 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0080    0.8295    0.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8997   -2.0036   -2.2420 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3740   -3.7971   -3.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0680   -4.3102   -2.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6757   -1.0633    0.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9263   -2.8930    1.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4130   -1.2333    2.8699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3883    0.1253    3.2210 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  3  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 13 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
  9 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32  2  1  0
 28 11  1  0
 25 14  1  0
 22 16  1  0
  1 34  1  0
  5 35  1  0
  5 36  1  0
  8 37  1  0
  9 38  1  1
 10 39  1  0
 12 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
 21 44  1  0
 25 45  1  0
 26 46  1  0
 27 47  1  0
 29 48  1  0
 30 49  1  6
 31 50  1  0
 32 51  1  1
 33 52  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(3R,4R,5R)-3-{[5-(4,8-dihydroxyquinazolin-2-yl)-2-hydroxyphenyl]amino}-2,4,5-trihydroxy-6-iminocyclohex-1-ene-1-carboximidate	Generator

Chemical Formula

C₂₁H₁₉N₅O₇

Average Mass

453.4110 Da

Monoisotopic Mass

453.12845 Da

IUPAC Name

(3R,4R,5R)-2,4,5-trihydroxy-3-{[2-hydroxy-5-(8-hydroxy-4-oxo-3,4-dihydroquinazolin-2-yl)phenyl]amino}-6-iminocyclohex-1-ene-1-carboxamide

Traditional Name

(3R,4R,5R)-2,4,5-trihydroxy-3-{[2-hydroxy-5-(8-hydroxy-4-oxo-3H-quinazolin-2-yl)phenyl]amino}-6-iminocyclohex-1-ene-1-carboxamide

CAS Registry Number

Not Available

SMILES

NC(=O)C1=C(O)[C@H](NC2=C(O)C=CC(=C2)C2=NC3=C(C=CC=C3O)C(=O)N2)[C@@H](O)[C@H](O)C1=N

InChI Identifier

InChI=1S/C21H19N5O7/c22-13-12(19(23)32)16(29)15(18(31)17(13)30)24-9-6-7(4-5-10(9)27)20-25-14-8(21(33)26-20)2-1-3-11(14)28/h1-6,15,17-18,22,24,27-31H,(H2,23,32)(H,25,26,33)/t15-,17+,18+/m0/s1

InChI Key

CSYYLLBGIIYORZ-CGTJXYLNSA-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 griseus	NPAtlas	21939253

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinazolines. Quinazolines are compounds containing a quinazoline moiety, which is made up of two fused six-member aromatic rings, a benzene ring and a pyrimidine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Benzodiazines

Direct Parent

Quinazolines

Alternative Parents

Substituents

Quinazoline
O-aminophenol
Phenylalkylamine
Aniline or substituted anilines
Aminophenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Hydroxypyrimidine
Secondary aliphatic/aromatic amine
Phenol
Benzenoid
Pyrimidine
Monocyclic benzene moiety
Heteroaromatic compound
Secondary alcohol
Ketimine
1,2-diol
Azacycle
Secondary amine
Polyol
Enol
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Imine
Carbonyl group
Amine
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	0.52	ALOGPS
logP	-1.2	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	7.61	ChemAxon
pKa (Strongest Basic)	5.46	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	221.58 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	129.62 m³·mol⁻¹	ChemAxon
Polarizability	44.15 Å³	ChemAxon
Number of Rings	4	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

NPAtlas ID

NPA012339

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78437737

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

136126569

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Nett M, Hertweck C: Farinamycin, a quinazoline from Streptomyces griseus. J Nat Prod. 2011 Oct 28;74(10):2265-8. doi: 10.1021/np2002513. Epub 2011 Sep 22. [PubMed:21939253 ]

Showing NP-Card for Farinamycin (NP0010346)

MOL for NP0010346 (Farinamycin)

3D MOL for NP0010346 (Farinamycin)

3D SDF for NP0010346 (Farinamycin)

3D-SDF for NP0010346 (Farinamycin)

PDB for NP0010346 (Farinamycin)

3D PDB for NP0010346 (Farinamycin)

SMILES for NP0010346 (Farinamycin)

INCHI for NP0010346 (Farinamycin)

Structure for NP0010346 (Farinamycin)

3D Structure for NP0010346 (Farinamycin)