NP-MRD: Showing NP-Card for 4-{3-[2-(hydroxymethyl)-3-methoxyphenyl]-10-methyl-5-oxo-2-azatricyclo[6.3.1.0⁴,¹²]dodeca-1(11),3,6,8(12),9-pentaen-2-yl}benzoic acid (NP0217206)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 17:28:52 UTC

Updated at

2022-09-05 17:28:52 UTC

NP-MRD ID

NP0217206

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-{3-[2-(hydroxymethyl)-3-methoxyphenyl]-10-methyl-5-oxo-2-azatricyclo[6.3.1.0⁴,¹²]dodeca-1(11),3,6,8(12),9-pentaen-2-yl}benzoic acid

Description

4-{3-[2-(Hydroxymethyl)-3-methoxyphenyl]-10-methyl-5-oxo-2-azatricyclo[6.3.1.0⁴,¹²]Dodeca-1(11),3,6,8(12),9-pentaen-2-yl}benzoic acid belongs to the class of organic compounds known as 2-phenylindoles. These are indoles substituted at the 2-position with a phenyl group. Based on a literature review very few articles have been published on 4-{3-[2-(hydroxymethyl)-3-methoxyphenyl]-10-methyl-5-oxo-2-azatricyclo[6.3.1.0⁴,¹²]Dodeca-1(11),3,6,8(12),9-pentaen-2-yl}benzoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052219282D          

 33 37  0  0  0  0            999 V2000
   -1.1569   -4.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6720   -4.0348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0076   -3.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8281   -3.1949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1636   -2.4412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6787   -1.7738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8582   -1.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3733   -1.1926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6282   -0.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0392    0.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0470    0.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8791    1.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5466    0.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3002    1.0836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4603   -0.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7066   -0.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4517   -1.1926    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9366   -1.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7571   -1.7738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2420   -2.4412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9065   -3.1949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3914   -3.8624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2119   -3.7761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0558   -4.6160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0860   -3.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6011   -2.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8007    1.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4681    0.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3819   -0.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0493   -0.5573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5227   -2.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2978   -2.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6334   -3.4536    0.0000 O   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  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
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 21 25  1  0  0  0  0
 25 26  2  0  0  0  0
 18 26  1  0  0  0  0
 11 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
  9 29  1  0  0  0  0
 29 30  2  0  0  0  0
  7 31  2  0  0  0  0
  3 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END

     RDKit          3D

 54 58  0  0  0  0  0  0  0  0999 V2000
   -5.9574    1.5378    0.8259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0085    1.0100   -0.0963 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6897    1.0959    0.2280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3299    1.6510    1.4242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0179    1.7784    1.9081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0699    1.2731    1.0528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4067    0.6719   -0.2216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3257   -0.3734   -0.5228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7184   -1.7158   -0.3176 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4781   -2.3310   -0.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6111   -3.6226    0.3504 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8687   -4.1064    0.7354 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9517   -3.2699    0.7196 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2731   -3.7025    1.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7826   -1.9334    0.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5424   -1.4486   -0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9797   -0.2290   -0.4115 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7511    0.9591   -0.6065 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0575    1.0747   -0.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6976    2.3102   -0.4232 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0871    3.4467   -0.9415 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7908    4.7066   -0.9792 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3328    5.7225   -1.5008 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0767    4.7734   -0.3757 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7716    3.3144   -1.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1434    2.0815   -1.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5751   -4.4472    0.4704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7842   -3.9335    0.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9289   -2.5039   -0.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0403   -2.0728   -0.4303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6617    0.6089   -0.6181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0502    0.2383   -1.9695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2662    0.9729   -2.9746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8179    1.1457    1.8384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8253    2.6380    0.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0054    1.2857    0.5294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0678    2.0228    2.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7560    2.2346    2.8383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0221    1.3090    1.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8962   -5.1463    1.0799 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0949   -3.4190    2.4745 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2763   -4.7975    1.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1385   -3.1791    1.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6355   -1.3484    0.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6559    0.3031    0.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7484    2.3684   -0.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1156    4.4534    0.6104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2258    4.1679   -1.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0776    2.0843   -1.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4754   -5.4827    0.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6717   -4.5080    0.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0567    0.2161   -2.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6265   -0.8254   -2.2791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9050    0.9406   -3.7951 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 25  1  0
 25 26  2  0
 21 22  1  0
 22 24  1  0
 22 23  2  0
  7 31  2  0
 31 32  1  0
 32 33  1  0
 31  3  1  0
 17  8  1  0
 26 18  1  0
 29  9  1  0
 16 10  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  5 38  1  0
  6 39  1  0
 27 50  1  0
 28 51  1  0
 12 40  1  0
 14 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 19 45  1  0
 20 46  1  0
 25 48  1  0
 26 49  1  0
 24 47  1  0
 32 52  1  0
 32 53  1  0
 33 54  1  0
M  END


  Mrv1652309052219282D          

 33 37  0  0  0  0            999 V2000
   -1.1569   -4.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6720   -4.0348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0076   -3.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8281   -3.1949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1636   -2.4412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6787   -1.7738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8582   -1.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3733   -1.1926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6282   -0.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0392    0.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0470    0.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8791    1.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5466    0.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3002    1.0836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4603   -0.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7066   -0.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4517   -1.1926    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9366   -1.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7571   -1.7738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2420   -2.4412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9065   -3.1949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3914   -3.8624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2119   -3.7761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0558   -4.6160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0860   -3.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6011   -2.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8007    1.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4681    0.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3819   -0.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0493   -0.5573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5227   -2.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2978   -2.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6334   -3.4536    0.0000 O   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  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
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 21 25  1  0  0  0  0
 25 26  2  0  0  0  0
 18 26  1  0  0  0  0
 11 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
  9 29  1  0  0  0  0
 29 30  2  0  0  0  0
  7 31  2  0  0  0  0
  3 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0217206

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=CC(C2=C3C4=C(C=CC3=O)C=C(C)C=C4N2C2=CC=C(C=C2)C(O)=O)=C1CO

> <INCHI_IDENTIFIER>
InChI=1S/C27H21NO5/c1-15-12-17-8-11-22(30)25-24(17)21(13-15)28(18-9-6-16(7-10-18)27(31)32)26(25)19-4-3-5-23(33-2)20(19)14-29/h3-13,29H,14H2,1-2H3,(H,31,32)

> <INCHI_KEY>
GWUNFRMZVFMFFE-UHFFFAOYSA-N

> <FORMULA>
C27H21NO5

> <MOLECULAR_WEIGHT>
439.467

> <EXACT_MASS>
439.14197278

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
46.63640154873937

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-{3-[2-(hydroxymethyl)-3-methoxyphenyl]-10-methyl-5-oxo-2-azatricyclo[6.3.1.0^{4,12}]dodeca-1(11),3,6,8(12),9-pentaen-2-yl}benzoic acid

> <JCHEM_LOGP>
4.710685750333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.791844205725802

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.660297197835291

> <JCHEM_PKA_STRONGEST_BASIC>
-2.871821081309254

> <JCHEM_POLAR_SURFACE_AREA>
88.76

> <JCHEM_REFRACTIVITY>
137.4893

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
4-{3-[2-(hydroxymethyl)-3-methoxyphenyl]-10-methyl-5-oxo-2-azatricyclo[6.3.1.0^{4,12}]dodeca-1(11),3,6,8(12),9-pentaen-2-yl}benzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.160  -8.778   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.254  -7.532   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.881  -6.125   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.412  -5.964   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.039  -4.557   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.134  -3.311   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.602  -3.472   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.697  -2.226   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.173  -0.762   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.073   0.144   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.088   1.675   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.641   2.302   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.887   1.396   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.294   2.023   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.726  -0.135   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.319  -0.762   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       0.843  -2.226   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       1.748  -3.472   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.280  -3.311   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.185  -4.557   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.559  -5.964   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.464  -7.210   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.996  -7.049   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       3.838  -8.617   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.027  -6.125   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.122  -4.879   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.495   2.302   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.741   1.396   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.580  -0.135   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -3.825  -1.040   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -0.976  -4.879   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.556  -5.040   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       1.182  -6.447   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   31                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   31                                                  
CONECT    8    7    9   17                                                  
CONECT    9    8   10   29                                                  
CONECT   10    9   11   16                                                  
CONECT   11   10   12   27                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   10   17                                                  
CONECT   17   16    8   18                                                  
CONECT   18   17   19   26                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   25                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   21   26                                                       
CONECT   26   25   18                                                       
CONECT   27   11   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28    9   30                                                  
CONECT   30   29                                                            
CONECT   31    7    3   32                                                  
CONECT   32   31   33                                                       
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

View in JSmol

Synonyms

Value	Source
4-{3-[2-(hydroxymethyl)-3-methoxyphenyl]-10-methyl-5-oxo-2-azatricyclo[6.3.1.0,]dodeca-1(11),3,6,8(12),9-pentaen-2-yl}benzoate	Generator

Chemical Formula

C₂₇H₂₁NO₅

Average Mass

439.4670 Da

Monoisotopic Mass

439.14197 Da

IUPAC Name

4-{3-[2-(hydroxymethyl)-3-methoxyphenyl]-10-methyl-5-oxo-2-azatricyclo[6.3.1.0^{4,12}]dodeca-1(11),3,6,8(12),9-pentaen-2-yl}benzoic acid

Traditional Name

4-{3-[2-(hydroxymethyl)-3-methoxyphenyl]-10-methyl-5-oxo-2-azatricyclo[6.3.1.0^{4,12}]dodeca-1(11),3,6,8(12),9-pentaen-2-yl}benzoic acid

CAS Registry Number

Not Available

SMILES

COC1=CC=CC(C2=C3C4=C(C=CC3=O)C=C(C)C=C4N2C2=CC=C(C=C2)C(O)=O)=C1CO

InChI Identifier

InChI=1S/C27H21NO5/c1-15-12-17-8-11-22(30)25-24(17)21(13-15)28(18-9-6-16(7-10-18)27(31)32)26(25)19-4-3-5-23(33-2)20(19)14-29/h3-13,29H,14H2,1-2H3,(H,31,32)

InChI Key

GWUNFRMZVFMFFE-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-phenylindoles. These are indoles substituted at the 2-position with a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

2-phenylindoles

Alternative Parents

Substituents

2-phenylindole
1-phenylpyrrole
2-phenylpyrrole
Naphthalene
Isoindolone
Isoindole or derivatives
Benzoic acid
Benzoic acid or derivatives
Phenoxy compound
Methoxybenzene
Aryl ketone
Phenol ether
Benzyl alcohol
Benzoyl
Anisole
Alkyl aryl ether
Benzenoid
Substituted pyrrole
Monocyclic benzene moiety
Heteroaromatic compound
Vinylogous amide
Pyrrole
Ketone
Azacycle
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Aromatic alcohol
Primary alcohol
Organooxygen compound
Organonitrogen compound
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	4.71	ChemAxon
pKa (Strongest Acidic)	4.66	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	88.76 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	137.49 m³·mol⁻¹	ChemAxon
Polarizability	46.64 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163109160

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4-{3-[2-(hydroxymethyl)-3-methoxyphenyl]-10-methyl-5-oxo-2-azatricyclo[6.3.1.0⁴,¹²]dodeca-1(11),3,6,8(12),9-pentaen-2-yl}benzoic acid (NP0217206)

MOL for NP0217206 (4-{3-[2-(hydroxymethyl)-3-methoxyphenyl]-10-methyl-5-oxo-2-azatricyclo[6.3.1.0⁴,¹²]dodeca-1(11),3,6,8(12),9-pentaen-2-yl}benzoic acid)

3D MOL for NP0217206 (4-{3-[2-(hydroxymethyl)-3-methoxyphenyl]-10-methyl-5-oxo-2-azatricyclo[6.3.1.0⁴,¹²]dodeca-1(11),3,6,8(12),9-pentaen-2-yl}benzoic acid)

3D SDF for NP0217206 (4-{3-[2-(hydroxymethyl)-3-methoxyphenyl]-10-methyl-5-oxo-2-azatricyclo[6.3.1.0⁴,¹²]dodeca-1(11),3,6,8(12),9-pentaen-2-yl}benzoic acid)

3D-SDF for NP0217206 (4-{3-[2-(hydroxymethyl)-3-methoxyphenyl]-10-methyl-5-oxo-2-azatricyclo[6.3.1.0⁴,¹²]dodeca-1(11),3,6,8(12),9-pentaen-2-yl}benzoic acid)

PDB for NP0217206 (4-{3-[2-(hydroxymethyl)-3-methoxyphenyl]-10-methyl-5-oxo-2-azatricyclo[6.3.1.0⁴,¹²]dodeca-1(11),3,6,8(12),9-pentaen-2-yl}benzoic acid)

3D PDB for NP0217206 (4-{3-[2-(hydroxymethyl)-3-methoxyphenyl]-10-methyl-5-oxo-2-azatricyclo[6.3.1.0⁴,¹²]dodeca-1(11),3,6,8(12),9-pentaen-2-yl}benzoic acid)

SMILES for NP0217206 (4-{3-[2-(hydroxymethyl)-3-methoxyphenyl]-10-methyl-5-oxo-2-azatricyclo[6.3.1.0⁴,¹²]dodeca-1(11),3,6,8(12),9-pentaen-2-yl}benzoic acid)

INCHI for NP0217206 (4-{3-[2-(hydroxymethyl)-3-methoxyphenyl]-10-methyl-5-oxo-2-azatricyclo[6.3.1.0⁴,¹²]dodeca-1(11),3,6,8(12),9-pentaen-2-yl}benzoic acid)

Structure for NP0217206 (4-{3-[2-(hydroxymethyl)-3-methoxyphenyl]-10-methyl-5-oxo-2-azatricyclo[6.3.1.0⁴,¹²]dodeca-1(11),3,6,8(12),9-pentaen-2-yl}benzoic acid)

3D Structure for NP0217206 (4-{3-[2-(hydroxymethyl)-3-methoxyphenyl]-10-methyl-5-oxo-2-azatricyclo[6.3.1.0⁴,¹²]dodeca-1(11),3,6,8(12),9-pentaen-2-yl}benzoic acid)