NP-MRD: Showing NP-Card for Auranomide B (NP0010982)

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Record Information

Version

2.0

Created at

2021-01-05 20:45:53 UTC

Updated at

2021-07-15 17:07:38 UTC

NP-MRD ID

NP0010982

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Auranomide B

Provided By

NPAtlas

Description

Auranomide B 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. Auranomide B is found in Penicillium aurantiogriseum. Based on a literature review very few articles have been published on Auranomide B.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242107433D          

 45 48  0  0  0  0            999 V2000
    4.0213    0.0873   -2.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6802   -0.5537   -1.0852 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5327   -0.2835   -0.3743 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7363    0.5694   -0.8076 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2356   -0.9721    0.8658 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1062   -1.9383    1.3870 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8517   -2.6102    2.5637 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6901   -2.3088    3.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7964   -1.3694    2.7824 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0912   -0.7138    1.5902 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2005    0.2729    1.0596 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8178   -0.0839    0.2558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0704   -1.5037   -0.1214 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7760   -1.7917   -1.5648 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1349   -1.7279   -2.2383 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0736   -1.8691   -1.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4807   -2.1153   -1.2540 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5118   -1.7503    0.0287 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6657    0.8416   -0.2486 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5333    2.1703    0.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3980    3.1048   -0.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2407    4.4362   -0.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1959    4.7972    0.6338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3390    3.8476    1.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4781    2.5082    0.8577 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3984    1.5622    1.3805 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5058   -2.8454    4.1659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1250   -1.1290    3.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0459   -1.1258   -2.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4502   -2.8688   -1.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2593   -0.7824   -2.7949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8896   -3.0752   -1.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1476   -1.3229   -1.3800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2051    2.8040   -1.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9218    5.2012   -0.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0336    5.8381    0.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4919    4.1165    1.7946 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
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  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
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 10  5  1  0  0  0  0
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 18 13  1  0  0  0  0
 25 20  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  6 31  1  0  0  0  0
  7 32  1  0  0  0  0
  8 33  1  0  0  0  0
  9 34  1  0  0  0  0
 13 35  1  1  0  0  0
 14 36  1  0  0  0  0
 14 37  1  0  0  0  0
 15 38  1  0  0  0  0
 15 39  1  0  0  0  0
 17 40  1  0  0  0  0
 17 41  1  0  0  0  0
 21 42  1  0  0  0  0
 22 43  1  0  0  0  0
 23 44  1  0  0  0  0
 24 45  1  0  0  0  0
M  END

     RDKit          3D

 45 48  0  0  0  0  0  0  0  0999 V2000
    4.0213    0.0873   -2.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6802   -0.5537   -1.0852 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5327   -0.2835   -0.3743 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7363    0.5694   -0.8076 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2356   -0.9721    0.8658 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1062   -1.9383    1.3870 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8517   -2.6102    2.5637 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6901   -2.3088    3.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7964   -1.3694    2.7824 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0912   -0.7138    1.5902 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2005    0.2729    1.0596 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8178   -0.0839    0.2558 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5118   -1.7503    0.0287 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6657    0.8416   -0.2486 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5333    2.1703    0.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3980    3.1048   -0.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.1959    4.7972    0.6338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3390    3.8476    1.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4781    2.5082    0.8577 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3984    1.5622    1.3805 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3344    1.9565    2.1283 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6718    1.1597   -2.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1184    0.1484   -2.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5650   -0.3697   -3.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0232   -2.1688    0.8393 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5644   -3.3550    2.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5058   -2.8454    4.1659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1250   -1.1290    3.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5328   -2.2121    0.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0459   -1.1258   -2.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4502   -2.8688   -1.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
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  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
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 13 14  1  0
 14 15  1  0
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M  END


  Mrv1652306242107433D          

 45 48  0  0  0  0            999 V2000
    4.0213    0.0873   -2.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6802   -0.5537   -1.0852 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5327   -0.2835   -0.3743 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7363    0.5694   -0.8076 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2356   -0.9721    0.8658 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1062   -1.9383    1.3870 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
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 10  5  1  0  0  0  0
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 18 13  1  0  0  0  0
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  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  6 31  1  0  0  0  0
  7 32  1  0  0  0  0
  8 33  1  0  0  0  0
  9 34  1  0  0  0  0
 13 35  1  1  0  0  0
 14 36  1  0  0  0  0
 14 37  1  0  0  0  0
 15 38  1  0  0  0  0
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 17 40  1  0  0  0  0
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 21 42  1  0  0  0  0
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 23 44  1  0  0  0  0
 24 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0010982

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N([H])C1=N[C@]([H])(C2=NC3=C([H])C([H])=C([H])C([H])=C3C(=O)N2C2=C([H])C([H])=C([H])C([H])=C2C(=O)OC([H])([H])[H])C([H])([H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H18N4O3/c1-27-20(26)13-7-3-5-9-16(13)24-18(15-10-11-17(21)22-15)23-14-8-4-2-6-12(14)19(24)25/h2-9,15H,10-11H2,1H3,(H2,21,22)/t15-/m0/s1

> <INCHI_KEY>
YRDOREWIUUVFFE-HNNXBMFYSA-N

> <FORMULA>
C20H18N4O3

> <MOLECULAR_WEIGHT>
362.389

> <EXACT_MASS>
362.137890456

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
37.712914049218995

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-{2-[(2S)-5-amino-3,4-dihydro-2H-pyrrol-2-yl]-4-oxo-3,4-dihydroquinazolin-3-yl}benzoate

> <ALOGPS_LOGP>
1.37

> <JCHEM_LOGP>
2.0620561716666663

> <ALOGPS_LOGS>
-3.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
10.053461742427924

> <JCHEM_POLAR_SURFACE_AREA>
97.35

> <JCHEM_REFRACTIVITY>
101.71280000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.46e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-{2-[(2S)-5-amino-3,4-dihydro-2H-pyrrol-2-yl]-4-oxoquinazolin-3-yl}benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 45 48  0  0  0  0  0  0  0  0999 V2000
    4.0213    0.0873   -2.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6802   -0.5537   -1.0852 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5327   -0.2835   -0.3743 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7363    0.5694   -0.8076 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2356   -0.9721    0.8658 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1062   -1.9383    1.3870 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8517   -2.6102    2.5637 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6901   -2.3088    3.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7964   -1.3694    2.7824 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0912   -0.7138    1.5902 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2005    0.2729    1.0596 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8178   -0.0839    0.2558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0704   -1.5037   -0.1214 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7760   -1.7917   -1.5648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1349   -1.7279   -2.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0736   -1.8691   -1.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4807   -2.1153   -1.2540 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5118   -1.7503    0.0287 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6657    0.8416   -0.2486 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5333    2.1703    0.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3980    3.1048   -0.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2407    4.4362   -0.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1959    4.7972    0.6338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3390    3.8476    1.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4781    2.5082    0.8577 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3984    1.5622    1.3805 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3344    1.9565    2.1283 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6718    1.1597   -2.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1184    0.1484   -2.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5650   -0.3697   -3.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0232   -2.1688    0.8393 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5644   -3.3550    2.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5058   -2.8454    4.1659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1250   -1.1290    3.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5328   -2.2121    0.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0459   -1.1258   -2.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4502   -2.8688   -1.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2888   -2.5752   -2.9378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2593   -0.7824   -2.7949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8896   -3.0752   -1.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1476   -1.3229   -1.3800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2051    2.8040   -1.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9218    5.2012   -0.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0336    5.8381    0.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4919    4.1165    1.7946 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 12 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 10  5  1  0
 26 11  1  0
 18 13  1  0
 25 20  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  6 31  1  0
  7 32  1  0
  8 33  1  0
  9 34  1  0
 13 35  1  1
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 17 40  1  0
 17 41  1  0
 21 42  1  0
 22 43  1  0
 23 44  1  0
 24 45  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       4.021   0.087  -2.301  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.680  -0.554  -1.085  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.533  -0.284  -0.374  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.736   0.569  -0.808  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.236  -0.972   0.866  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.106  -1.938   1.387  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.852  -2.610   2.564  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.690  -2.309   3.244  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.796  -1.369   2.782  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.091  -0.714   1.590  0.00  0.00           C+0
HETATM   11  N   UNK     0       0.201   0.273   1.060  0.00  0.00           N+0
HETATM   12  C   UNK     0      -0.818  -0.084   0.256  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.070  -1.504  -0.121  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.776  -1.792  -1.565  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.135  -1.728  -2.238  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.074  -1.869  -1.111  0.00  0.00           C+0
HETATM   17  N   UNK     0      -4.481  -2.115  -1.254  0.00  0.00           N+0
HETATM   18  N   UNK     0      -2.512  -1.750   0.029  0.00  0.00           N+0
HETATM   19  N   UNK     0      -1.666   0.842  -0.249  0.00  0.00           N+0
HETATM   20  C   UNK     0      -1.533   2.170   0.029  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.398   3.105  -0.487  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.241   4.436  -0.190  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.196   4.797   0.634  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.339   3.848   1.142  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.478   2.508   0.858  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.398   1.562   1.381  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.334   1.956   2.128  0.00  0.00           O+0
HETATM   28  H   UNK     0       3.672   1.160  -2.285  0.00  0.00           H+0
HETATM   29  H   UNK     0       5.118   0.148  -2.446  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.565  -0.370  -3.182  0.00  0.00           H+0
HETATM   31  H   UNK     0       4.023  -2.169   0.839  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.564  -3.355   2.926  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.506  -2.845   4.166  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.125  -1.129   3.320  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.533  -2.212   0.510  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.046  -1.126  -2.025  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.450  -2.869  -1.666  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.289  -2.575  -2.938  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.259  -0.782  -2.795  0.00  0.00           H+0
HETATM   40  H   UNK     0      -4.890  -3.075  -1.238  0.00  0.00           H+0
HETATM   41  H   UNK     0      -5.148  -1.323  -1.380  0.00  0.00           H+0
HETATM   42  H   UNK     0      -3.205   2.804  -1.126  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.922   5.201  -0.593  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.034   5.838   0.895  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.492   4.117   1.795  0.00  0.00           H+0
CONECT    1    2   28   29   30                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   10                                                  
CONECT    6    5    7   31                                                  
CONECT    7    6    8   32                                                  
CONECT    8    7    9   33                                                  
CONECT    9    8   10   34                                                  
CONECT   10    9   11    5                                                  
CONECT   11   10   12   26                                                  
CONECT   12   11   13   19                                                  
CONECT   13   12   14   18   35                                             
CONECT   14   13   15   36   37                                             
CONECT   15   14   16   38   39                                             
CONECT   16   15   17   18                                                  
CONECT   17   16   40   41                                                  
CONECT   18   16   13                                                       
CONECT   19   12   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22   42                                                  
CONECT   22   21   23   43                                                  
CONECT   23   22   24   44                                                  
CONECT   24   23   25   45                                                  
CONECT   25   24   26   20                                                  
CONECT   26   25   27   11                                                  
CONECT   27   26                                                            
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    6                                                            
CONECT   32    7                                                            
CONECT   33    8                                                            
CONECT   34    9                                                            
CONECT   35   13                                                            
CONECT   36   14                                                            
CONECT   37   14                                                            
CONECT   38   15                                                            
CONECT   39   15                                                            
CONECT   40   17                                                            
CONECT   41   17                                                            
CONECT   42   21                                                            
CONECT   43   22                                                            
CONECT   44   23                                                            
CONECT   45   24                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   96    0
END

RDKit          3D

45 48  0  0  0  0  0  0  0  0999 V2000
    4.0213    0.0873   -2.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6802   -0.5537   -1.0852 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5327   -0.2835   -0.3743 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7363    0.5694   -0.8076 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2356   -0.9721    0.8658 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1062   -1.9383    1.3870 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8517   -2.6102    2.5637 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6901   -2.3088    3.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7964   -1.3694    2.7824 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0912   -0.7138    1.5902 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2005    0.2729    1.0596 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8178   -0.0839    0.2558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0704   -1.5037   -0.1214 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7760   -1.7917   -1.5648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1349   -1.7279   -2.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0736   -1.8691   -1.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4807   -2.1153   -1.2540 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5118   -1.7503    0.0287 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6657    0.8416   -0.2486 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5333    2.1703    0.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3980    3.1048   -0.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2407    4.4362   -0.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1959    4.7972    0.6338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3390    3.8476    1.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4781    2.5082    0.8577 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3984    1.5622    1.3805 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3344    1.9565    2.1283 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6718    1.1597   -2.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1184    0.1484   -2.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5650   -0.3697   -3.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0232   -2.1688    0.8393 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5644   -3.3550    2.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5058   -2.8454    4.1659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1250   -1.1290    3.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5328   -2.2121    0.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0459   -1.1258   -2.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4502   -2.8688   -1.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2888   -2.5752   -2.9378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2593   -0.7824   -2.7949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8896   -3.0752   -1.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1476   -1.3229   -1.3800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2051    2.8040   -1.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9218    5.2012   -0.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0336    5.8381    0.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4919    4.1165    1.7946 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 12 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 10  5  1  0
 26 11  1  0
 18 13  1  0
 25 20  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  6 31  1  0
  7 32  1  0
  8 33  1  0
  9 34  1  0
 13 35  1  1
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 17 40  1  0
 17 41  1  0
 21 42  1  0
 22 43  1  0
 23 44  1  0
 24 45  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Methyl 2-{2-[(2S)-5-iminopyrrolidin-2-yl]-4-oxo-3,4-dihydroquinazolin-3-yl}benzoic acid	Generator

Chemical Formula

C₂₀H₁₈N₄O₃

Average Mass

362.3890 Da

Monoisotopic Mass

362.13789 Da

IUPAC Name

methyl 2-{2-[(2S)-5-amino-3,4-dihydro-2H-pyrrol-2-yl]-4-oxo-3,4-dihydroquinazolin-3-yl}benzoate

Traditional Name

methyl 2-{2-[(2S)-5-amino-3,4-dihydro-2H-pyrrol-2-yl]-4-oxoquinazolin-3-yl}benzoate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=CC=CC=C1N1C(=O)C2=CC=CC=C2N=C1[C@@H]1CCC(N)=N1

InChI Identifier

InChI=1S/C20H18N4O3/c1-27-20(26)13-7-3-5-9-16(13)24-18(15-10-11-17(21)22-15)23-14-8-4-2-6-12(14)19(24)25/h2-9,15H,10-11H2,1H3,(H2,21,22)/t15-/m0/s1

InChI Key

YRDOREWIUUVFFE-HNNXBMFYSA-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
Penicillium aurantiogriseum	NPAtlas	22822373

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

Benzoate ester
Quinazoline
Benzoic acid or derivatives
Benzoyl
Pyrimidone
Monocyclic benzene moiety
Pyrimidine
Benzenoid
Imidolactam
Heteroaromatic compound
Pyrrolidine
Methyl ester
Vinylogous amide
Lactam
Carboxylic acid ester
Amidine
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Carboxylic acid amidine
Azacycle
Carboximidamide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.37	ALOGPS
logP	2.06	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Basic)	10.05	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	97.35 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	101.71 m³·mol⁻¹	ChemAxon
Polarizability	37.71 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA015833

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78438177

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139587499

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Auranomide B (NP0010982)

MOL for NP0010982 (Auranomide B)

3D MOL for NP0010982 (Auranomide B)

3D SDF for NP0010982 (Auranomide B)

3D-SDF for NP0010982 (Auranomide B)

PDB for NP0010982 (Auranomide B)

3D PDB for NP0010982 (Auranomide B)

SMILES for NP0010982 (Auranomide B)

INCHI for NP0010982 (Auranomide B)

Structure for NP0010982 (Auranomide B)

3D Structure for NP0010982 (Auranomide B)