NP-MRD: Showing NP-Card for phaitanthrin B (NP0033971)

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Record Information

Version

2.0

Created at

2021-06-20 17:50:16 UTC

Updated at

2021-06-30 00:04:04 UTC

NP-MRD ID

NP0033971

Secondary Accession Numbers

None

Natural Product Identification

Common Name

phaitanthrin B

Provided By

JEOL Database JEOL Logo

Description

J3.493.323E belongs to the class of organic compounds known as indoloquinazolines. These are polycyclic aromatic compounds containing an indole fused to a quinazoline. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. Quinazoline is a heterocyclic compound consisting of two fused six-membered simple aromatic rings, a benzene ring and a pyrimidine ring. phaitanthrin B is found in Phaius mishmensis. phaitanthrin B was first documented in 2008 (Jao, C. -W., et al.). Based on a literature review very few articles have been published on J3.493.323E.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202119503D          

 38 41  0  0  0  0            999 V2000
   -2.5300   -2.0510   -2.3769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0008   -0.8919   -1.7318 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1232   -0.9100   -0.3774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6722   -1.7896    0.2749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5216    0.3312    0.2240 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7480   -0.0088    1.4958 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5743   -0.5797    2.4950 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014    1.2230    2.0900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7063    2.3656    2.5951 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1111    3.3829    3.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5083    3.2467    3.0801 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1108    2.0888    2.5792 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2929    1.0849    2.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6459   -0.1601    1.5484 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5037   -0.8617    1.1810 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4929   -2.0402    0.6513 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7457   -2.6466    0.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7806   -3.9266   -0.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9988   -4.5745   -0.3298 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1980   -3.9460    0.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1810   -2.6686    0.5642 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9572   -2.0246    0.7854 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9184   -0.6654    1.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9692   -0.0971    1.6587 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3588   -1.9482   -3.4520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0156   -2.9525   -2.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6079   -2.1268   -2.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3510    1.0189    0.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8598    0.8056   -0.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9392   -1.4080    2.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7876    2.4625    2.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3374    4.2870    3.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1297    4.0479    3.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1921    1.9962    2.5872 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8486   -4.4227   -0.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0098   -5.5718   -0.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1452   -4.4517   -0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1163   -2.1790    0.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  8  1  0  0  0  0
 13 14  1  0  0  0  0
 19 18  1  0  0  0  0
 13  8  2  0  0  0  0
 18 17  2  0  0  0  0
  8  9  1  0  0  0  0
 20 19  2  0  0  0  0
  9 10  2  0  0  0  0
 22 23  1  0  0  0  0
 10 11  1  0  0  0  0
 17 16  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 16 15  2  0  0  0  0
 23 24  2  0  0  0  0
 14 23  1  0  0  0  0
  6  7  1  0  0  0  0
 14 15  1  0  0  0  0
  6  5  1  0  0  0  0
 22 21  2  0  0  0  0
  5  3  1  0  0  0  0
 21 20  1  0  0  0  0
  3  4  2  0  0  0  0
 22 17  1  0  0  0  0
  3  2  1  0  0  0  0
 15  6  1  0  0  0  0
  2  1  1  0  0  0  0
 20 37  1  0  0  0  0
 19 36  1  0  0  0  0
 18 35  1  0  0  0  0
 21 38  1  0  0  0  0
  9 31  1  0  0  0  0
 10 32  1  0  0  0  0
 11 33  1  0  0  0  0
 12 34  1  0  0  0  0
  7 30  1  0  0  0  0
  5 28  1  0  0  0  0
  5 29  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
M  END

     RDKit          3D

 38 41  0  0  0  0  0  0  0  0999 V2000
   -2.5300   -2.0510   -2.3769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0008   -0.8919   -1.7318 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1232   -0.9100   -0.3774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6722   -1.7896    0.2749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5216    0.3312    0.2240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7480   -0.0088    1.4958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5743   -0.5797    2.4950 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014    1.2230    2.0900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7063    2.3656    2.5951 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1111    3.3829    3.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5083    3.2467    3.0801 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1108    2.0888    2.5792 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2929    1.0849    2.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6459   -0.1601    1.5484 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5037   -0.8617    1.1810 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4929   -2.0402    0.6513 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7457   -2.6466    0.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7806   -3.9266   -0.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9988   -4.5745   -0.3298 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1980   -3.9460    0.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1810   -2.6686    0.5642 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9572   -2.0246    0.7854 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9184   -0.6654    1.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9692   -0.0971    1.6587 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3588   -1.9482   -3.4520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0156   -2.9525   -2.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6079   -2.1268   -2.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3510    1.0189    0.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8598    0.8056   -0.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9392   -1.4080    2.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7876    2.4625    2.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3374    4.2870    3.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1297    4.0479    3.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1921    1.9962    2.5872 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8486   -4.4227   -0.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0098   -5.5718   -0.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1452   -4.4517   -0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1163   -2.1790    0.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  8  1  0
 13 14  1  0
 19 18  1  0
 13  8  2  0
 18 17  2  0
  8  9  1  0
 20 19  2  0
  9 10  2  0
 22 23  1  0
 10 11  1  0
 17 16  1  0
 11 12  2  0
 12 13  1  0
 16 15  2  0
 23 24  2  0
 14 23  1  0
  6  7  1  0
 14 15  1  0
  6  5  1  0
 22 21  2  0
  5  3  1  0
 21 20  1  0
  3  4  2  0
 22 17  1  0
  3  2  1  0
 15  6  1  0
  2  1  1  0
 20 37  1  0
 19 36  1  0
 18 35  1  0
 21 38  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
  7 30  1  0
  5 28  1  0
  5 29  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
M  END


  Mrv1652306202119503D          

 38 41  0  0  0  0            999 V2000
   -2.5300   -2.0510   -2.3769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0008   -0.8919   -1.7318 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1232   -0.9100   -0.3774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6722   -1.7896    0.2749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5216    0.3312    0.2240 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7480   -0.0088    1.4958 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5743   -0.5797    2.4950 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014    1.2230    2.0900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7063    2.3656    2.5951 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1111    3.3829    3.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5083    3.2467    3.0801 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1108    2.0888    2.5792 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2929    1.0849    2.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6459   -0.1601    1.5484 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5037   -0.8617    1.1810 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4929   -2.0402    0.6513 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7457   -2.6466    0.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7806   -3.9266   -0.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9988   -4.5745   -0.3298 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1980   -3.9460    0.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1810   -2.6686    0.5642 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9572   -2.0246    0.7854 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9184   -0.6654    1.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9692   -0.0971    1.6587 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3588   -1.9482   -3.4520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0156   -2.9525   -2.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6079   -2.1268   -2.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3510    1.0189    0.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8598    0.8056   -0.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9392   -1.4080    2.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7876    2.4625    2.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3374    4.2870    3.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1297    4.0479    3.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1921    1.9962    2.5872 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8486   -4.4227   -0.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0098   -5.5718   -0.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1452   -4.4517   -0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1163   -2.1790    0.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  8  1  0  0  0  0
 13 14  1  0  0  0  0
 19 18  1  0  0  0  0
 13  8  2  0  0  0  0
 18 17  2  0  0  0  0
  8  9  1  0  0  0  0
 20 19  2  0  0  0  0
  9 10  2  0  0  0  0
 22 23  1  0  0  0  0
 10 11  1  0  0  0  0
 17 16  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 16 15  2  0  0  0  0
 23 24  2  0  0  0  0
 14 23  1  0  0  0  0
  6  7  1  0  0  0  0
 14 15  1  0  0  0  0
  6  5  1  0  0  0  0
 22 21  2  0  0  0  0
  5  3  1  0  0  0  0
 21 20  1  0  0  0  0
  3  4  2  0  0  0  0
 22 17  1  0  0  0  0
  3  2  1  0  0  0  0
 15  6  1  0  0  0  0
  2  1  1  0  0  0  0
 20 37  1  0  0  0  0
 19 36  1  0  0  0  0
 18 35  1  0  0  0  0
 21 38  1  0  0  0  0
  9 31  1  0  0  0  0
 10 32  1  0  0  0  0
 11 33  1  0  0  0  0
 12 34  1  0  0  0  0
  7 30  1  0  0  0  0
  5 28  1  0  0  0  0
  5 29  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0033971

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1(C2=NC3=C([H])C([H])=C([H])C([H])=C3C(=O)N2C2=C1C([H])=C([H])C([H])=C2[H])C([H])([H])C(=O)OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H14N2O4/c1-24-15(21)10-18(23)12-7-3-5-9-14(12)20-16(22)11-6-2-4-8-13(11)19-17(18)20/h2-9,23H,10H2,1H3/t18-/m0/s1

> <INCHI_KEY>
CGMNLIDQBYRXFP-SFHVURJKSA-N

> <FORMULA>
C18H14N2O4

> <MOLECULAR_WEIGHT>
322.32

> <EXACT_MASS>
322.095356939

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
32.92614227762167

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-[(6S)-6-hydroxy-12-oxo-6H,12H-indolo[2,1-b]quinazolin-6-yl]acetate

> <ALOGPS_LOGP>
1.31

> <JCHEM_LOGP>
1.7378585906666664

> <ALOGPS_LOGS>
-3.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.16172965180013

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8587741246250635

> <JCHEM_POLAR_SURFACE_AREA>
79.2

> <JCHEM_REFRACTIVITY>
87.5841

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.34e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl [(6S)-6-hydroxy-12-oxoindolo[2,1-b]quinazolin-6-yl]acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 41  0  0  0  0  0  0  0  0999 V2000
   -2.5300   -2.0510   -2.3769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0008   -0.8919   -1.7318 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1232   -0.9100   -0.3774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6722   -1.7896    0.2749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5216    0.3312    0.2240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7480   -0.0088    1.4958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5743   -0.5797    2.4950 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014    1.2230    2.0900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7063    2.3656    2.5951 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1111    3.3829    3.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5083    3.2467    3.0801 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1108    2.0888    2.5792 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2929    1.0849    2.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6459   -0.1601    1.5484 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5037   -0.8617    1.1810 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4929   -2.0402    0.6513 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7457   -2.6466    0.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7806   -3.9266   -0.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9988   -4.5745   -0.3298 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1980   -3.9460    0.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1810   -2.6686    0.5642 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9572   -2.0246    0.7854 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9184   -0.6654    1.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9692   -0.0971    1.6587 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3588   -1.9482   -3.4520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0156   -2.9525   -2.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6079   -2.1268   -2.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3510    1.0189    0.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8598    0.8056   -0.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9392   -1.4080    2.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7876    2.4625    2.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3374    4.2870    3.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1297    4.0479    3.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1921    1.9962    2.5872 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8486   -4.4227   -0.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0098   -5.5718   -0.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1452   -4.4517   -0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1163   -2.1790    0.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  8  1  0
 13 14  1  0
 19 18  1  0
 13  8  2  0
 18 17  2  0
  8  9  1  0
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  9 10  2  0
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  1 25  1  0
  1 26  1  0
  1 27  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      -2.530  -2.051  -2.377  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.001  -0.892  -1.732  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.123  -0.910  -0.377  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.672  -1.790   0.275  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.522   0.331   0.224  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.748  -0.009   1.496  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.574  -0.580   2.495  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.101   1.223   2.090  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.706   2.366   2.595  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.111   3.383   3.091  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.508   3.247   3.080  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.111   2.089   2.579  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.293   1.085   2.090  0.00  0.00           C+0
HETATM   14  N   UNK     0       1.646  -0.160   1.548  0.00  0.00           N+0
HETATM   15  C   UNK     0       0.504  -0.862   1.181  0.00  0.00           C+0
HETATM   16  N   UNK     0       0.493  -2.040   0.651  0.00  0.00           N+0
HETATM   17  C   UNK     0       1.746  -2.647   0.451  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.781  -3.927  -0.107  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.999  -4.574  -0.330  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.198  -3.946   0.005  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.181  -2.669   0.564  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.957  -2.025   0.785  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.918  -0.665   1.378  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.969  -0.097   1.659  0.00  0.00           O+0
HETATM   25  H   UNK     0      -2.359  -1.948  -3.452  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.016  -2.953  -2.029  0.00  0.00           H+0
HETATM   27  H   UNK     0      -3.608  -2.127  -2.203  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.351   1.019   0.427  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.860   0.806  -0.512  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.939  -1.408   2.118  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.788   2.462   2.620  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.337   4.287   3.497  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.130   4.048   3.475  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.192   1.996   2.587  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.849  -4.423  -0.368  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.010  -5.572  -0.763  0.00  0.00           H+0
HETATM   37  H   UNK     0       5.145  -4.452  -0.167  0.00  0.00           H+0
HETATM   38  H   UNK     0       5.116  -2.179   0.827  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    3    1                                                       
CONECT    3    5    4    2                                                  
CONECT    4    3                                                            
CONECT    5    6    3   28   29                                             
CONECT    6    8    7    5   15                                             
CONECT    7    6   30                                                       
CONECT    8    6   13    9                                                  
CONECT    9    8   10   31                                                  
CONECT   10    9   11   32                                                  
CONECT   11   10   12   33                                                  
CONECT   12   11   13   34                                                  
CONECT   13   14    8   12                                                  
CONECT   14   13   23   15                                                  
CONECT   15   16   14    6                                                  
CONECT   16   17   15                                                       
CONECT   17   18   16   22                                                  
CONECT   18   19   17   35                                                  
CONECT   19   18   20   36                                                  
CONECT   20   19   21   37                                                  
CONECT   21   22   20   38                                                  
CONECT   22   23   21   17                                                  
CONECT   23   22   24   14                                                  
CONECT   24   23                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    5                                                            
CONECT   29    5                                                            
CONECT   30    7                                                            
CONECT   31    9                                                            
CONECT   32   10                                                            
CONECT   33   11                                                            
CONECT   34   12                                                            
CONECT   35   18                                                            
CONECT   36   19                                                            
CONECT   37   20                                                            
CONECT   38   21                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   82    0
END

RDKit          3D

38 41  0  0  0  0  0  0  0  0999 V2000
   -2.5300   -2.0510   -2.3769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0008   -0.8919   -1.7318 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1232   -0.9100   -0.3774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6722   -1.7896    0.2749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5216    0.3312    0.2240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7480   -0.0088    1.4958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5743   -0.5797    2.4950 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014    1.2230    2.0900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7063    2.3656    2.5951 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1111    3.3829    3.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5083    3.2467    3.0801 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1108    2.0888    2.5792 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2929    1.0849    2.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6459   -0.1601    1.5484 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5037   -0.8617    1.1810 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4929   -2.0402    0.6513 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7457   -2.6466    0.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7806   -3.9266   -0.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9988   -4.5745   -0.3298 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1980   -3.9460    0.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1810   -2.6686    0.5642 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9572   -2.0246    0.7854 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9184   -0.6654    1.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9692   -0.0971    1.6587 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3588   -1.9482   -3.4520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0156   -2.9525   -2.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6079   -2.1268   -2.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3510    1.0189    0.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8598    0.8056   -0.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9392   -1.4080    2.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7876    2.4625    2.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3374    4.2870    3.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1297    4.0479    3.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1921    1.9962    2.5872 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8486   -4.4227   -0.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0098   -5.5718   -0.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1452   -4.4517   -0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1163   -2.1790    0.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  8  1  0
 13 14  1  0
 19 18  1  0
 13  8  2  0
 18 17  2  0
  8  9  1  0
 20 19  2  0
  9 10  2  0
 22 23  1  0
 10 11  1  0
 17 16  1  0
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 16 15  2  0
 23 24  2  0
 14 23  1  0
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  1 25  1  0
  1 26  1  0
  1 27  1  0
M  END

View in JSmol

Synonyms

Value	Source
Methyl 2-[(6S)-6-hydroxy-12-oxo-6H,12H-indolo[2,1-b]quinazolin-6-yl]acetic acid	Generator

Chemical Formula

C₁₈H₁₄N₂O₄

Average Mass

322.3200 Da

Monoisotopic Mass

322.09536 Da

IUPAC Name

methyl 2-[(6S)-6-hydroxy-12-oxo-6H,12H-indolo[2,1-b]quinazolin-6-yl]acetate

Traditional Name

methyl [(6S)-6-hydroxy-12-oxoindolo[2,1-b]quinazolin-6-yl]acetate

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1(C2=NC3=C([H])C([H])=C([H])C([H])=C3C(=O)N2C2=C1C([H])=C([H])C([H])=C2[H])C([H])([H])C(=O)OC([H])([H])[H]

InChI Identifier

InChI=1S/C18H14N2O4/c1-24-15(21)10-18(23)12-7-3-5-9-14(12)20-16(22)11-6-2-4-8-13(11)19-17(18)20/h2-9,23H,10H2,1H3/t18-/m0/s1

InChI Key

CGMNLIDQBYRXFP-SFHVURJKSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Phaius mishmensis	JEOL database	Jao, C. -W., et al, J. Nat. Prod. 71, 1275 (2008)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indoloquinazolines. These are polycyclic aromatic compounds containing an indole fused to a quinazoline. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. Quinazoline is a heterocyclic compound consisting of two fused six-membered simple aromatic rings, a benzene ring and a pyrimidine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Benzodiazines

Direct Parent

Indoloquinazolines

Alternative Parents

Substituents

Indoloquinazoline
Indole
Indole or derivatives
Pyrimidone
Pyrimidine
Benzenoid
Heteroaromatic compound
Methyl ester
Tertiary alcohol
Carboxylic acid ester
Lactam
Azacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Organooxygen 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	1.31	ALOGPS
logP	1.74	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	12.16	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	79.2 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	87.58 m³·mol⁻¹	ChemAxon
Polarizability	32.93 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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

75573986

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

132552070

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Jao, C. -W., et al. (2008). Jao, C. -W., et al, J. Nat. Prod. 71, 1275 (2008). J. Nat. Prod..

Showing NP-Card for phaitanthrin B (NP0033971)

MOL for NP0033971 (phaitanthrin B)

3D MOL for NP0033971 (phaitanthrin B)

3D SDF for NP0033971 (phaitanthrin B)

3D-SDF for NP0033971 (phaitanthrin B)

PDB for NP0033971 (phaitanthrin B)

3D PDB for NP0033971 (phaitanthrin B)

SMILES for NP0033971 (phaitanthrin B)

INCHI for NP0033971 (phaitanthrin B)

Structure for NP0033971 (phaitanthrin B)

3D Structure for NP0033971 (phaitanthrin B)