NP-MRD: Showing NP-Card for APHE-2 (NP0005008)

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Record Information

Version

2.0

Created at

2020-12-09 02:22:43 UTC

Updated at

2021-07-15 16:50:47 UTC

NP-MRD ID

NP0005008

Secondary Accession Numbers

None

Natural Product Identification

Common Name

APHE-2

Provided By

NPAtlas

Description

APHE-2 is found in Streptomyces griseocarneus. APHE-2 was first documented in 1992 (PMID: 1468983). Based on a literature review very few articles have been published on 3-propyl-1H,9H-pyrazolo[1,5-b]isoquinolin-9-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118163D          

 31 33  0  0  0  0            999 V2000
   -4.2514    1.2884   -0.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1016    0.4423    0.3399 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5442   -0.4148   -0.7703 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4088   -1.2500   -0.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3707   -2.5894   -0.0056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1021   -2.8584    0.3306 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6412   -1.7570    0.2263 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9528   -1.5185    0.4495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6519   -2.4965    0.8350 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5294   -0.2822    0.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8724   -0.0511    0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4694    1.1695    0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6698    2.2179   -0.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3263    2.0230   -0.3227 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7528    0.7797   -0.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4220    0.5190   -0.3680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1284   -0.7369   -0.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0787    0.6829   -0.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8995    2.0093   -0.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6661    1.8389    0.7149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3417    1.1003    0.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5214   -0.1653    1.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3252   -1.0506   -1.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1723    0.2992   -1.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2287   -3.2622   -0.0278 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2412   -3.8056    0.6310 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4649   -0.8916    0.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5360    1.3361    0.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0805    3.2011   -0.2273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7242    2.8627   -0.6519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1938    1.3597   -0.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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 16 31  1  0  0  0  0
M  END

     RDKit          3D

 31 33  0  0  0  0  0  0  0  0999 V2000
   -4.2514    1.2884   -0.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1016    0.4423    0.3399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5442   -0.4148   -0.7703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4088   -1.2500   -0.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3707   -2.5894   -0.0056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1021   -2.8584    0.3306 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6412   -1.7570    0.2263 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9528   -1.5185    0.4495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6519   -2.4965    0.8350 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5294   -0.2822    0.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8724   -0.0511    0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4694    1.1695    0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6698    2.2179   -0.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3263    2.0230   -0.3227 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7528    0.7797   -0.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4220    0.5190   -0.3680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1284   -0.7369   -0.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0787    0.6829   -0.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8995    2.0093   -0.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6661    1.8389    0.7149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3417    1.1003    0.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5214   -0.1653    1.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3252   -1.0506   -1.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1723    0.2992   -1.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2287   -3.2622   -0.0278 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2412   -3.8056    0.6310 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4649   -0.8916    0.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5360    1.3361    0.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0805    3.2011   -0.2273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7242    2.8627   -0.6519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1938    1.3597   -0.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
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 13 14  1  0
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  1 18  1  0
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M  END


  Mrv1652306242118163D          

 31 33  0  0  0  0            999 V2000
   -4.2514    1.2884   -0.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1016    0.4423    0.3399 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5442   -0.4148   -0.7703 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4088   -1.2500   -0.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3707   -2.5894   -0.0056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1021   -2.8584    0.3306 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6412   -1.7570    0.2263 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9528   -1.5185    0.4495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6519   -2.4965    0.8350 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5294   -0.2822    0.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8724   -0.0511    0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4694    1.1695    0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6698    2.2179   -0.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3263    2.0230   -0.3227 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7528    0.7797   -0.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4220    0.5190   -0.3680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1284   -0.7369   -0.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0787    0.6829   -0.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8995    2.0093   -0.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6661    1.8389    0.7149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3417    1.1003    0.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5214   -0.1653    1.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4649   -0.8916    0.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0805    3.2011   -0.2273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7242    2.8627   -0.6519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1938    1.3597   -0.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  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
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
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 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
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 16 17  2  0  0  0  0
 17  4  1  0  0  0  0
 17  7  1  0  0  0  0
 15 10  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
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 16 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0005008

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N1C([H])=C(C2=C([H])C3=C([H])C([H])=C([H])C([H])=C3C(=O)N12)C([H])([H])C([H])([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H14N2O/c1-2-5-11-9-15-16-13(11)8-10-6-3-4-7-12(10)14(16)17/h3-4,6-9,15H,2,5H2,1H3

> <INCHI_KEY>
UEBKDIQNDUBHCD-UHFFFAOYSA-N

> <FORMULA>
C14H14N2O

> <MOLECULAR_WEIGHT>
226.279

> <EXACT_MASS>
226.110613079

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
25.326894511848174

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-propyl-1H,9H-pyrazolo[1,5-b]isoquinolin-9-one

> <ALOGPS_LOGP>
2.01

> <JCHEM_LOGP>
2.500408763666667

> <ALOGPS_LOGS>
-2.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.125127555153003

> <JCHEM_PKA_STRONGEST_BASIC>
0.0825307755869682

> <JCHEM_POLAR_SURFACE_AREA>
32.34

> <JCHEM_REFRACTIVITY>
79.68100000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.70e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-propyl-1H-pyrazolo[1,5-b]isoquinolin-9-one

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 31 33  0  0  0  0  0  0  0  0999 V2000
   -4.2514    1.2884   -0.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1016    0.4423    0.3399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5442   -0.4148   -0.7703 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9528   -1.5185    0.4495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6519   -2.4965    0.8350 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5294   -0.2822    0.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8724   -0.0511    0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4694    1.1695    0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6698    2.2179   -0.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3263    2.0230   -0.3227 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7528    0.7797   -0.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1284   -0.7369   -0.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0787    0.6829   -0.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.6661    1.8389    0.7149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3417    1.1003    0.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5214   -0.1653    1.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3252   -1.0506   -1.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1723    0.2992   -1.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2287   -3.2622   -0.0278 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2412   -3.8056    0.6310 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4649   -0.8916    0.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5360    1.3361    0.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0805    3.2011   -0.2273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7242    2.8627   -0.6519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1938    1.3597   -0.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
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 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17  4  1  0
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 15 10  1  0
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  5 25  1  0
  6 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 16 31  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      -4.251   1.288  -0.162  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.102   0.442   0.340  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.544  -0.415  -0.770  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.409  -1.250  -0.335  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.371  -2.589  -0.006  0.00  0.00           C+0
HETATM    6  N   UNK     0      -0.102  -2.858   0.331  0.00  0.00           N+0
HETATM    7  N   UNK     0       0.641  -1.757   0.226  0.00  0.00           N+0
HETATM    8  C   UNK     0       1.953  -1.519   0.450  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.652  -2.497   0.835  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.529  -0.282   0.275  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.872  -0.051   0.507  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.469   1.169   0.341  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.670   2.218  -0.082  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.326   2.023  -0.323  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.753   0.780  -0.146  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.422   0.519  -0.368  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.128  -0.737  -0.183  0.00  0.00           C+0
HETATM   18  H   UNK     0      -5.079   0.683  -0.577  0.00  0.00           H+0
HETATM   19  H   UNK     0      -3.900   2.009  -0.955  0.00  0.00           H+0
HETATM   20  H   UNK     0      -4.666   1.839   0.715  0.00  0.00           H+0
HETATM   21  H   UNK     0      -2.342   1.100   0.803  0.00  0.00           H+0
HETATM   22  H   UNK     0      -3.521  -0.165   1.171  0.00  0.00           H+0
HETATM   23  H   UNK     0      -3.325  -1.051  -1.200  0.00  0.00           H+0
HETATM   24  H   UNK     0      -2.172   0.299  -1.563  0.00  0.00           H+0
HETATM   25  H   UNK     0      -2.229  -3.262  -0.028  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.241  -3.806   0.631  0.00  0.00           H+0
HETATM   27  H   UNK     0       4.465  -0.892   0.839  0.00  0.00           H+0
HETATM   28  H   UNK     0       5.536   1.336   0.532  0.00  0.00           H+0
HETATM   29  H   UNK     0       4.080   3.201  -0.227  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.724   2.863  -0.652  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.194   1.360  -0.699  0.00  0.00           H+0
CONECT    1    2   18   19   20                                             
CONECT    2    1    3   21   22                                             
CONECT    3    2    4   23   24                                             
CONECT    4    3    5   17                                                  
CONECT    5    4    6   25                                                  
CONECT    6    5    7   26                                                  
CONECT    7    6    8   17                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   15                                                  
CONECT   11   10   12   27                                                  
CONECT   12   11   13   28                                                  
CONECT   13   12   14   29                                                  
CONECT   14   13   15   30                                                  
CONECT   15   14   16   10                                                  
CONECT   16   15   17   31                                                  
CONECT   17   16    4    7                                                  
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    2                                                            
CONECT   22    2                                                            
CONECT   23    3                                                            
CONECT   24    3                                                            
CONECT   25    5                                                            
CONECT   26    6                                                            
CONECT   27   11                                                            
CONECT   28   12                                                            
CONECT   29   13                                                            
CONECT   30   14                                                            
CONECT   31   16                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

RDKit          3D

31 33  0  0  0  0  0  0  0  0999 V2000
   -4.2514    1.2884   -0.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1016    0.4423    0.3399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5442   -0.4148   -0.7703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4088   -1.2500   -0.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3707   -2.5894   -0.0056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1021   -2.8584    0.3306 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6412   -1.7570    0.2263 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9528   -1.5185    0.4495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6519   -2.4965    0.8350 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5294   -0.2822    0.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8724   -0.0511    0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4694    1.1695    0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6698    2.2179   -0.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3263    2.0230   -0.3227 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7528    0.7797   -0.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4220    0.5190   -0.3680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1284   -0.7369   -0.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0787    0.6829   -0.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8995    2.0093   -0.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6661    1.8389    0.7149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3417    1.1003    0.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5214   -0.1653    1.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3252   -1.0506   -1.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1723    0.2992   -1.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2287   -3.2622   -0.0278 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2412   -3.8056    0.6310 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4649   -0.8916    0.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5360    1.3361    0.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0805    3.2011   -0.2273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7242    2.8627   -0.6519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1938    1.3597   -0.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17  4  1  0
 17  7  1  0
 15 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  5 25  1  0
  6 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 16 31  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Antibiotic aphe 2	MeSH
3-Propyl-1H-pyrazolo(2,3-b)isoquinolin-9-one	MeSH
APHE-2	MeSH

Chemical Formula

C₁₄H₁₄N₂O

Average Mass

226.2790 Da

Monoisotopic Mass

226.11061 Da

IUPAC Name

3-propyl-1H,9H-pyrazolo[1,5-b]isoquinolin-9-one

Traditional Name

3-propyl-1H-pyrazolo[1,5-b]isoquinolin-9-one

CAS Registry Number

Not Available

SMILES

CCCC1=CNN2C1=CC1=CC=CC=C1C2=O

InChI Identifier

InChI=1S/C14H14N2O/c1-2-5-11-9-15-16-13(11)8-10-6-3-4-7-12(10)14(16)17/h3-4,6-9,15H,2,5H2,1H3

InChI Key

UEBKDIQNDUBHCD-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, 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 griseocarneus	NPAtlas	1468983

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as isoquinolones and derivatives. These are aromatic polycyclic compounds containing a ketone bearing isoquinoline moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoquinolines and derivatives

Sub Class

Isoquinolones and derivatives

Direct Parent

Isoquinolones and derivatives

Alternative Parents

Substituents

Isoquinolone
Pyrazolopyridine
Pyridinone
Benzenoid
Pyridine
Azole
Pyrazole
Heteroaromatic compound
Lactam
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen 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	2.01	ALOGPS
logP	2.5	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	7.13	ChemAxon
pKa (Strongest Basic)	0.083	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	32.34 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	79.68 m³·mol⁻¹	ChemAxon
Polarizability	25.33 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA013408

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

117182

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

132767

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Fidalgo ML, Arias MS, Soliveri J, Arias ME: APHE-1 and APHE-2, two new antimicrobial and cytotoxic antibiotics. II. Physico-chemical properties and structure elucidation. J Antibiot (Tokyo). 1992 Nov;45(11):1759-62. doi: 10.7164/antibiotics.45.1759. [PubMed:1468983 ]

Showing NP-Card for APHE-2 (NP0005008)

MOL for NP0005008 (APHE-2)

3D MOL for NP0005008 (APHE-2)

3D SDF for NP0005008 (APHE-2)

3D-SDF for NP0005008 (APHE-2)

PDB for NP0005008 (APHE-2)

3D PDB for NP0005008 (APHE-2)

SMILES for NP0005008 (APHE-2)

INCHI for NP0005008 (APHE-2)

Structure for NP0005008 (APHE-2)

3D Structure for NP0005008 (APHE-2)