NP-MRD: Showing NP-Card for N-methylisohaplofoline (NP0031106)

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Record Information

Version

2.0

Created at

2021-06-19 22:16:52 UTC

Updated at

2021-06-29 23:59:29 UTC

NP-MRD ID

NP0031106

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N-methylisohaplofoline

Provided By

JEOL Database JEOL Logo

Description

2,2,6-Trimethyl-2,3,4,6-tetrahydro-5H-pyrano[3,2-c]quinolin-5-one belongs to the class of organic compounds known as pyranoquinolines. These are polycyclic compounds containing a pyran ring fused to a quinoline moiety. Quinoline or benzo[b]pyridine is a bicyclic compound that consists of benzene fused to a pyridine. N-methylisohaplofoline is found in E. almawillia. N-methylisohaplofoline was first documented in 2005 (Nunes, F. M., et al.). Based on a literature review very few articles have been published on 2,2,6-Trimethyl-2,3,4,6-tetrahydro-5H-pyrano[3,2-c]quinolin-5-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202100163D          

 35 37  0  0  0  0            999 V2000
   -3.1780    0.1848   -1.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7850    0.2267   -0.9799 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8170    0.4546   -1.9501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0768    0.6307   -3.1407 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6061    0.4875   -1.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9361    0.3293   -0.2213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1029    0.0884    0.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2297   -0.0938    2.1431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7583   -0.3222    3.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0913   -0.3712    2.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4362   -0.1918    1.3714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4511    0.0393    0.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2305    0.3804    0.2579 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2512    0.8550   -0.6395 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5783    0.3012   -0.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2972    2.3889   -0.5742 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0291    0.3332   -2.0665 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6373    0.6843   -2.5795 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7360    0.9745   -0.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5999   -0.7971   -1.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2902    0.3434   -2.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2686   -0.0598    2.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4841   -0.4615    4.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8665   -0.5492    3.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4903   -0.2384    1.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4274    0.6206   -0.7166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5613   -0.7946   -0.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7513    0.6296    0.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4807    2.7262    0.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3461    2.8410   -0.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0863    2.7929   -1.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7913    0.7181   -2.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1217   -0.7619   -2.0685 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4216    0.0552   -3.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6122    1.7267   -2.9190 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  5  1  0  0  0  0
  7  8  1  0  0  0  0
  3  4  2  0  0  0  0
  8  9  2  0  0  0  0
  2  1  1  0  0  0  0
  6  5  2  0  0  0  0
  7 12  2  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  9 10  1  0  0  0  0
  7  6  1  0  0  0  0
  6 13  1  0  0  0  0
  5 18  1  0  0  0  0
 18 17  1  0  0  0  0
 17 14  1  0  0  0  0
 14 13  1  0  0  0  0
 12  2  1  0  0  0  0
 14 15  1  0  0  0  0
  2  3  1  0  0  0  0
 14 16  1  0  0  0  0
  9 23  1  0  0  0  0
 10 24  1  0  0  0  0
 11 25  1  0  0  0  0
  8 22  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
 18 34  1  0  0  0  0
 18 35  1  0  0  0  0
 17 32  1  0  0  0  0
 17 33  1  0  0  0  0
 15 26  1  0  0  0  0
 15 27  1  0  0  0  0
 15 28  1  0  0  0  0
 16 29  1  0  0  0  0
 16 30  1  0  0  0  0
 16 31  1  0  0  0  0
M  END

     RDKit          3D

 35 37  0  0  0  0  0  0  0  0999 V2000
   -3.1780    0.1848   -1.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7850    0.2267   -0.9799 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8170    0.4546   -1.9501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0768    0.6307   -3.1407 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6061    0.4875   -1.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9361    0.3293   -0.2213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1029    0.0884    0.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2297   -0.0938    2.1431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7583   -0.3222    3.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0913   -0.3712    2.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4362   -0.1918    1.3714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4511    0.0393    0.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2305    0.3804    0.2579 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2512    0.8550   -0.6395 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5783    0.3012   -0.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2972    2.3889   -0.5742 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0291    0.3332   -2.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6373    0.6843   -2.5795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7360    0.9745   -0.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5999   -0.7971   -1.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2902    0.3434   -2.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2686   -0.0598    2.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4841   -0.4615    4.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8665   -0.5492    3.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4903   -0.2384    1.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4274    0.6206   -0.7166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5613   -0.7946   -0.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7513    0.6296    0.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4807    2.7262    0.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3461    2.8410   -0.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0863    2.7929   -1.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7913    0.7181   -2.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1217   -0.7619   -2.0685 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4216    0.0552   -3.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6122    1.7267   -2.9190 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  5  1  0
  7  8  1  0
  3  4  2  0
  8  9  2  0
  2  1  1  0
  6  5  2  0
  7 12  2  0
 10 11  2  0
 11 12  1  0
  9 10  1  0
  7  6  1  0
  6 13  1  0
  5 18  1  0
 18 17  1  0
 17 14  1  0
 14 13  1  0
 12  2  1  0
 14 15  1  0
  2  3  1  0
 14 16  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
  8 22  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
 18 34  1  0
 18 35  1  0
 17 32  1  0
 17 33  1  0
 15 26  1  0
 15 27  1  0
 15 28  1  0
 16 29  1  0
 16 30  1  0
 16 31  1  0
M  END


  Mrv1652306202100163D          

 35 37  0  0  0  0            999 V2000
   -3.1780    0.1848   -1.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7850    0.2267   -0.9799 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8170    0.4546   -1.9501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0768    0.6307   -3.1407 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6061    0.4875   -1.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9361    0.3293   -0.2213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1029    0.0884    0.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2297   -0.0938    2.1431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7583   -0.3222    3.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0913   -0.3712    2.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4362   -0.1918    1.3714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4511    0.0393    0.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2305    0.3804    0.2579 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2512    0.8550   -0.6395 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5783    0.3012   -0.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2972    2.3889   -0.5742 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0291    0.3332   -2.0665 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6373    0.6843   -2.5795 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7360    0.9745   -0.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5999   -0.7971   -1.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2902    0.3434   -2.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2686   -0.0598    2.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4841   -0.4615    4.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8665   -0.5492    3.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4903   -0.2384    1.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4274    0.6206   -0.7166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5613   -0.7946   -0.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7513    0.6296    0.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4807    2.7262    0.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3461    2.8410   -0.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0863    2.7929   -1.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7913    0.7181   -2.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1217   -0.7619   -2.0685 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4216    0.0552   -3.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6122    1.7267   -2.9190 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  5  1  0  0  0  0
  7  8  1  0  0  0  0
  3  4  2  0  0  0  0
  8  9  2  0  0  0  0
  2  1  1  0  0  0  0
  6  5  2  0  0  0  0
  7 12  2  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  9 10  1  0  0  0  0
  7  6  1  0  0  0  0
  6 13  1  0  0  0  0
  5 18  1  0  0  0  0
 18 17  1  0  0  0  0
 17 14  1  0  0  0  0
 14 13  1  0  0  0  0
 12  2  1  0  0  0  0
 14 15  1  0  0  0  0
  2  3  1  0  0  0  0
 14 16  1  0  0  0  0
  9 23  1  0  0  0  0
 10 24  1  0  0  0  0
 11 25  1  0  0  0  0
  8 22  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
 18 34  1  0  0  0  0
 18 35  1  0  0  0  0
 17 32  1  0  0  0  0
 17 33  1  0  0  0  0
 15 26  1  0  0  0  0
 15 27  1  0  0  0  0
 15 28  1  0  0  0  0
 16 29  1  0  0  0  0
 16 30  1  0  0  0  0
 16 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0031106

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C([H])C2=C(C([H])=C1[H])C1=C(C(=O)N2C([H])([H])[H])C([H])([H])C([H])([H])C(O1)(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H17NO2/c1-15(2)9-8-11-13(18-15)10-6-4-5-7-12(10)16(3)14(11)17/h4-7H,8-9H2,1-3H3

> <INCHI_KEY>
QKYGYGWDLFBXPC-UHFFFAOYSA-N

> <FORMULA>
C15H17NO2

> <MOLECULAR_WEIGHT>
243.306

> <EXACT_MASS>
243.125928791

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
27.127830630807114

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,2,6-trimethyl-2H,3H,4H,5H,6H-pyrano[3,2-c]quinolin-5-one

> <ALOGPS_LOGP>
2.48

> <JCHEM_LOGP>
1.8842268650000005

> <ALOGPS_LOGS>
-2.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9598303438163186

> <JCHEM_POLAR_SURFACE_AREA>
29.540000000000003

> <JCHEM_REFRACTIVITY>
71.3221

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.79e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,2,6-trimethyl-3H,4H-pyrano[3,2-c]quinolin-5-one

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 35 37  0  0  0  0  0  0  0  0999 V2000
   -3.1780    0.1848   -1.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7850    0.2267   -0.9799 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8170    0.4546   -1.9501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0768    0.6307   -3.1407 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6061    0.4875   -1.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9361    0.3293   -0.2213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1029    0.0884    0.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2297   -0.0938    2.1431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7583   -0.3222    3.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0913   -0.3712    2.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4362   -0.1918    1.3714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4511    0.0393    0.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2305    0.3804    0.2579 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2512    0.8550   -0.6395 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5783    0.3012   -0.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2972    2.3889   -0.5742 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0291    0.3332   -2.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6373    0.6843   -2.5795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7360    0.9745   -0.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5999   -0.7971   -1.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2902    0.3434   -2.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2686   -0.0598    2.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4841   -0.4615    4.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8665   -0.5492    3.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4903   -0.2384    1.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4274    0.6206   -0.7166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5613   -0.7946   -0.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7513    0.6296    0.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4807    2.7262    0.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3461    2.8410   -0.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0863    2.7929   -1.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7913    0.7181   -2.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1217   -0.7619   -2.0685 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4216    0.0552   -3.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6122    1.7267   -2.9190 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  5  1  0
  7  8  1  0
  3  4  2  0
  8  9  2  0
  2  1  1  0
  6  5  2  0
  7 12  2  0
 10 11  2  0
 11 12  1  0
  9 10  1  0
  7  6  1  0
  6 13  1  0
  5 18  1  0
 18 17  1  0
 17 14  1  0
 14 13  1  0
 12  2  1  0
 14 15  1  0
  2  3  1  0
 14 16  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
  8 22  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
 18 34  1  0
 18 35  1  0
 17 32  1  0
 17 33  1  0
 15 26  1  0
 15 27  1  0
 15 28  1  0
 16 29  1  0
 16 30  1  0
 16 31  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -3.178   0.185  -1.398  0.00  0.00           C+0
HETATM    2  N   UNK     0      -1.785   0.227  -0.980  0.00  0.00           N+0
HETATM    3  C   UNK     0      -0.817   0.455  -1.950  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.077   0.631  -3.141  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.606   0.488  -1.511  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.936   0.329  -0.221  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.103   0.088   0.789  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.230  -0.094   2.143  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.758  -0.322   3.100  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.091  -0.371   2.713  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.436  -0.192   1.371  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.451   0.039   0.396  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.231   0.380   0.258  0.00  0.00           O+0
HETATM   14  C   UNK     0       3.251   0.855  -0.640  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.578   0.301  -0.103  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.297   2.389  -0.574  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.029   0.333  -2.067  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.637   0.684  -2.579  0.00  0.00           C+0
HETATM   19  H   UNK     0      -3.736   0.975  -0.885  0.00  0.00           H+0
HETATM   20  H   UNK     0      -3.600  -0.797  -1.161  0.00  0.00           H+0
HETATM   21  H   UNK     0      -3.290   0.343  -2.474  0.00  0.00           H+0
HETATM   22  H   UNK     0       1.269  -0.060   2.465  0.00  0.00           H+0
HETATM   23  H   UNK     0      -0.484  -0.462   4.142  0.00  0.00           H+0
HETATM   24  H   UNK     0      -2.866  -0.549   3.454  0.00  0.00           H+0
HETATM   25  H   UNK     0      -3.490  -0.238   1.117  0.00  0.00           H+0
HETATM   26  H   UNK     0       5.427   0.621  -0.717  0.00  0.00           H+0
HETATM   27  H   UNK     0       4.561  -0.795  -0.077  0.00  0.00           H+0
HETATM   28  H   UNK     0       4.751   0.630   0.928  0.00  0.00           H+0
HETATM   29  H   UNK     0       3.481   2.726   0.453  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.346   2.841  -0.873  0.00  0.00           H+0
HETATM   31  H   UNK     0       4.086   2.793  -1.217  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.791   0.718  -2.754  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.122  -0.762  -2.068  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.422   0.055  -3.451  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.612   1.727  -2.919  0.00  0.00           H+0
CONECT    1    2   19   20   21                                             
CONECT    2    1   12    3                                                  
CONECT    3    5    4    2                                                  
CONECT    4    3                                                            
CONECT    5    3    6   18                                                  
CONECT    6    5    7   13                                                  
CONECT    7    8   12    6                                                  
CONECT    8    7    9   22                                                  
CONECT    9    8   10   23                                                  
CONECT   10   11    9   24                                                  
CONECT   11   10   12   25                                                  
CONECT   12    7   11    2                                                  
CONECT   13    6   14                                                       
CONECT   14   17   13   15   16                                             
CONECT   15   14   26   27   28                                             
CONECT   16   14   29   30   31                                             
CONECT   17   18   14   32   33                                             
CONECT   18    5   17   34   35                                             
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    8                                                            
CONECT   23    9                                                            
CONECT   24   10                                                            
CONECT   25   11                                                            
CONECT   26   15                                                            
CONECT   27   15                                                            
CONECT   28   15                                                            
CONECT   29   16                                                            
CONECT   30   16                                                            
CONECT   31   16                                                            
CONECT   32   17                                                            
CONECT   33   17                                                            
CONECT   34   18                                                            
CONECT   35   18                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   74    0
END

RDKit          3D

35 37  0  0  0  0  0  0  0  0999 V2000
   -3.1780    0.1848   -1.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7850    0.2267   -0.9799 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8170    0.4546   -1.9501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0768    0.6307   -3.1407 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6061    0.4875   -1.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9361    0.3293   -0.2213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1029    0.0884    0.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2297   -0.0938    2.1431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7583   -0.3222    3.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0913   -0.3712    2.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4362   -0.1918    1.3714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4511    0.0393    0.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2305    0.3804    0.2579 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2512    0.8550   -0.6395 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5783    0.3012   -0.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2972    2.3889   -0.5742 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0291    0.3332   -2.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6373    0.6843   -2.5795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7360    0.9745   -0.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5999   -0.7971   -1.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2902    0.3434   -2.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2686   -0.0598    2.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4841   -0.4615    4.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8665   -0.5492    3.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4903   -0.2384    1.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4274    0.6206   -0.7166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5613   -0.7946   -0.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7513    0.6296    0.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4807    2.7262    0.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3461    2.8410   -0.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0863    2.7929   -1.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7913    0.7181   -2.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1217   -0.7619   -2.0685 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4216    0.0552   -3.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6122    1.7267   -2.9190 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  5  1  0
  7  8  1  0
  3  4  2  0
  8  9  2  0
  2  1  1  0
  6  5  2  0
  7 12  2  0
 10 11  2  0
 11 12  1  0
  9 10  1  0
  7  6  1  0
  6 13  1  0
  5 18  1  0
 18 17  1  0
 17 14  1  0
 14 13  1  0
 12  2  1  0
 14 15  1  0
  2  3  1  0
 14 16  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
  8 22  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
 18 34  1  0
 18 35  1  0
 17 32  1  0
 17 33  1  0
 15 26  1  0
 15 27  1  0
 15 28  1  0
 16 29  1  0
 16 30  1  0
 16 31  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₁₅H₁₇NO₂

Average Mass

243.3060 Da

Monoisotopic Mass

243.12593 Da

IUPAC Name

2,2,6-trimethyl-2H,3H,4H,5H,6H-pyrano[3,2-c]quinolin-5-one

Traditional Name

2,2,6-trimethyl-3H,4H-pyrano[3,2-c]quinolin-5-one

CAS Registry Number

Not Available

SMILES

[H]C1=C([H])C2=C(C([H])=C1[H])C1=C(C(=O)N2C([H])([H])[H])C([H])([H])C([H])([H])C(O1)(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C15H17NO2/c1-15(2)9-8-11-13(18-15)10-6-4-5-7-12(10)16(3)14(11)17/h4-7H,8-9H2,1-3H3

InChI Key

QKYGYGWDLFBXPC-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Esenbeckia almawillia	JEOL database	Nunes, F. M., et al, Magn. Reson. Chem. 43, 180 (2005)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranoquinolines. These are polycyclic compounds containing a pyran ring fused to a quinoline moiety. Quinoline or benzo[b]pyridine is a bicyclic compound that consists of benzene fused to a pyridine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Quinolones and derivatives

Direct Parent

Pyranoquinolines

Alternative Parents

Substituents

Pyranoquinoline
Dihydroquinolone
Dihydroquinoline
Pyranopyridine
Alkyl aryl ether
Pyridinone
Pyran
Pyridine
Benzenoid
Heteroaromatic compound
Vinylogous ester
Lactam
Oxacycle
Ether
Azacycle
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organic nitrogen 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	2.48	ALOGPS
logP	1.88	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Basic)	-0.96	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.54 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	71.32 m³·mol⁻¹	ChemAxon
Polarizability	27.13 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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

528757

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

608293

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Nunes, F. M., et al. (2005). Nunes, F. M., et al, Magn. Reson. Chem. 43, 180 (2005). Mag. Reson. Chem..

Showing NP-Card for N-methylisohaplofoline (NP0031106)

MOL for NP0031106 (N-methylisohaplofoline)

3D MOL for NP0031106 (N-methylisohaplofoline)

3D SDF for NP0031106 (N-methylisohaplofoline)

3D-SDF for NP0031106 (N-methylisohaplofoline)

PDB for NP0031106 (N-methylisohaplofoline)

3D PDB for NP0031106 (N-methylisohaplofoline)

SMILES for NP0031106 (N-methylisohaplofoline)

INCHI for NP0031106 (N-methylisohaplofoline)

Structure for NP0031106 (N-methylisohaplofoline)

3D Structure for NP0031106 (N-methylisohaplofoline)