NP-MRD: Showing NP-Card for 10-Nitro-camptothecin (NP0138211)

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Record Information

Version

2.0

Created at

2022-05-31 17:15:55 UTC

Updated at

2022-05-31 17:15:55 UTC

NP-MRD ID

NP0138211

Secondary Accession Numbers

None

Natural Product Identification

Common Name

10-Nitro-camptothecin

Description

19-Ethyl-19-hydroxy-7-nitro-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]Henicosa-1(21),2(11),3,5,7,9,15(20)-heptaene-14,18-dione belongs to the class of organic compounds known as camptothecins. These are heterocyclic compounds comprising a planar pentacyclic ring structure, that includes a pyrrolo[3,4-beta]-quinoline moiety (rings A, B and C), conjugated pyridone moiety (ring D) and one chiral center at position 20 within the alpha-hydroxy lactone ring with (S) configuration (the E-ring). 19-Ethyl-19-hydroxy-7-nitro-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]Henicosa-1(21),2(11),3,5,7,9,15(20)-heptaene-14,18-dione is a moderately basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241523492D          

 29 33  0  0  0  0            999 V2000
    5.4176   -1.7872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9255   -1.1370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6165   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0645    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3194    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1264    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6784    0.5840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4235   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9755   -0.8137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7674    1.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0223    2.4233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    1.4672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2929    1.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6255    1.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8804    0.6825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054    0.6825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2575    0.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3284    0.0694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8185    1.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8995    0.7556    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -1.4515    0.1425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1544    1.5402    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.9168   -0.8093    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  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
  3  8  1  0  0  0  0
  8  9  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  2  0  0  0  0
  4 17  1  0  0  0  0
 15 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
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  2  0  0  0  0
 14 25  1  0  0  0  0
 22 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  3 29  1  0  0  0  0
M  CHG  2  26   1  28  -1
M  END

     RDKit          3D

 44 48  0  0  0  0  0  0  0  0999 V2000
   -3.2100    2.6188   -0.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9292    1.5560    0.7310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9494    0.2345    0.0581 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5802    0.4361   -1.1996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8199   -0.7152    0.8559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4036   -0.2767    1.8507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8764   -2.0079    0.3808 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0896   -2.4126   -0.7582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7579   -1.7903   -0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6978   -0.4659   -0.1285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4684    0.0958    0.0795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2914   -0.6475   -0.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4116   -1.9075   -0.5186 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6110   -2.5222   -0.7418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6767   -3.7205   -1.1177 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9214   -2.4632   -0.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8514   -1.3672   -0.2909 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2236   -1.2686   -0.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8287   -0.0918    0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2025    0.0102    0.2267 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8617    1.1621    0.6038 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2799    1.2414    0.6656 N   0  0  0  0  0  4  0  0  0  0  0  0
    7.8169    2.3085    1.0129 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0159    0.1301    0.3375 O   0  0  0  0  0  1  0  0  0  0  0  0
    5.0577    2.2477    0.9220 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6808    2.1907    0.8683 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0568    1.0046    0.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7318    0.8851    0.4096 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1082   -0.2534    0.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4762    3.1533    0.6129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9279    3.4449   -0.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7869    2.2928   -1.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0102    1.8779    0.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5984    1.4933    1.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4324    0.9125   -0.9715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0270   -3.5170   -0.7373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5156   -2.0609   -1.6970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3181    1.1081    0.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0178   -3.3383    0.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0522   -2.7629   -1.7288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8112   -2.1560   -0.4863 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7761   -0.8604   -0.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5161    3.1581    1.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0550    3.0433    1.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  6
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 16  1  0
 16 17  1  0
 17 29  2  0
 29 28  1  0
 28 27  2  0
 27 26  1  0
 26 25  2  0
 25 21  1  0
 21 20  2  0
 20 19  1  0
 19 18  2  0
 21 22  1  0
 22 24  1  0
 22 23  2  0
 13 14  1  0
 14 15  2  0
 10  3  1  0
 29 12  1  0
 19 27  1  0
 14  9  1  0
 18 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  4 35  1  0
  8 36  1  0
  8 37  1  0
 11 38  1  0
 16 39  1  0
 16 40  1  0
 26 44  1  0
 25 43  1  0
 20 42  1  0
 18 41  1  0
M  CHG  2  22   1  24  -1
M  END


  Mrv1533004241523492D          

 29 33  0  0  0  0            999 V2000
    5.4176   -1.7872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9255   -1.1370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6165   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0645    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3194    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1264    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6784    0.5840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4235   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9755   -0.8137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7674    1.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0223    2.4233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    1.4672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2929    1.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6255    1.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8804    0.6825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054    0.6825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2575    0.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3284    0.0694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8185    1.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8995    0.7556    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -1.4515    0.1425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1544    1.5402    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.9168   -0.8093    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  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
  3  8  1  0  0  0  0
  8  9  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  2  0  0  0  0
  4 17  1  0  0  0  0
 15 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
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  2  0  0  0  0
 14 25  1  0  0  0  0
 22 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  3 29  1  0  0  0  0
M  CHG  2  26   1  28  -1
M  END
> <DATABASE_ID>
NP0138211

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC1(O)C(=O)OCC2=C1C=C1N(CC3=C1N=C1C=CC(=CC1=C3)[N+]([O-])=O)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H15N3O6/c1-2-20(26)14-7-16-17-11(8-22(16)18(24)13(14)9-29-19(20)25)5-10-6-12(23(27)28)3-4-15(10)21-17/h3-7,26H,2,8-9H2,1H3

> <INCHI_KEY>
XLHNAFUKOSPOAT-UHFFFAOYSA-N

> <FORMULA>
C20H15N3O6

> <MOLECULAR_WEIGHT>
393.355

> <EXACT_MASS>
393.096085215

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
39.152813966992724

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
19-ethyl-19-hydroxy-7-nitro-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaene-14,18-dione

> <ALOGPS_LOGP>
1.90

> <JCHEM_LOGP>
1.160227427333334

> <ALOGPS_LOGS>
-3.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.710516046939434

> <JCHEM_PKA_STRONGEST_BASIC>
2.1835889592929676

> <JCHEM_POLAR_SURFACE_AREA>
122.87000000000002

> <JCHEM_REFRACTIVITY>
100.813

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.00e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
nitrocamptothecin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      10.113  -3.336   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.061  -2.122   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.484  -0.695   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.454   0.450   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.930   1.914   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.436   2.235   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      12.466   1.090   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      11.990  -0.374   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      13.021  -1.519   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       8.899   3.059   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       9.375   4.524   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0       7.393   2.739   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       6.147   3.644   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.901   2.739   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.377   1.274   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.917   1.274   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.947   0.130   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       4.346   0.130   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       2.840   0.450   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.810  -0.695   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.303  -0.374   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.173   1.090   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.858   2.235   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.364   1.914   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.395   3.059   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0      -1.679   1.410   0.000  0.00  0.00           N+1
HETATM   27  O   UNK     0      -2.709   0.266   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -2.155   2.875   0.000  0.00  0.00           O-1
HETATM   29  O   UNK     0       9.178  -1.511   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8   29                                             
CONECT    4    3    5   17                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8                                                            
CONECT   10    5   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   16                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   25                                                  
CONECT   15   14   16   18                                                  
CONECT   16   15   12   17                                                  
CONECT   17   16    4                                                       
CONECT   18   15   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   26                                                  
CONECT   23   22   24                                                       
CONECT   24   23   19   25                                                  
CONECT   25   24   14                                                       
CONECT   26   22   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29    3                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₅N₃O₆

Average Mass

393.3550 Da

Monoisotopic Mass

393.09609 Da

IUPAC Name

19-ethyl-19-hydroxy-7-nitro-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaene-14,18-dione

Traditional Name

nitrocamptothecin

CAS Registry Number

104195-61-1

SMILES

CCC1(O)C(=O)OCC2=C1C=C1N(CC3=C1N=C1C=CC(=CC1=C3)[N+]([O-])=O)C2=O

InChI Identifier

InChI=1S/C20H15N3O6/c1-2-20(26)14-7-16-17-11(8-22(16)18(24)13(14)9-29-19(20)25)5-10-6-12(23(27)28)3-4-15(10)21-17/h3-7,26H,2,8-9H2,1H3

InChI Key

XLHNAFUKOSPOAT-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 camptothecins. These are heterocyclic compounds comprising a planar pentacyclic ring structure, that includes a pyrrolo[3,4-beta]-quinoline moiety (rings A, B and C), conjugated pyridone moiety (ring D) and one chiral center at position 20 within the alpha-hydroxy lactone ring with (S) configuration (the E-ring).

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Camptothecins

Sub Class

Not Available

Direct Parent

Camptothecins

Alternative Parents

Substituents

Camptothecin
Nitroquinoline
Pyranopyridine
Quinoline
Nitroaromatic compound
Pyridinone
Pyridine
Benzenoid
Heteroaromatic compound
Tertiary alcohol
Carboxylic acid ester
Lactam
Lactone
C-nitro compound
Organic nitro compound
Organoheterocyclic compound
Azacycle
Oxacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxoazanium
Organic zwitterion
Organic oxygen compound
Carbonyl group
Organonitrogen compound
Organic nitrogen compound
Alcohol
Organooxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
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	1.9	ALOGPS
logP	1.16	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	11.71	ChemAxon
pKa (Strongest Basic)	2.18	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	122.87 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	100.81 m³·mol⁻¹	ChemAxon
Polarizability	39.15 Å³	ChemAxon
Number of Rings	5	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

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

65567

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 10-Nitro-camptothecin (NP0138211)

MOL for NP0138211 (10-Nitro-camptothecin)

3D MOL for NP0138211 (10-Nitro-camptothecin)

3D SDF for NP0138211 (10-Nitro-camptothecin)

3D-SDF for NP0138211 (10-Nitro-camptothecin)

PDB for NP0138211 (10-Nitro-camptothecin)

3D PDB for NP0138211 (10-Nitro-camptothecin)

SMILES for NP0138211 (10-Nitro-camptothecin)

INCHI for NP0138211 (10-Nitro-camptothecin)

Structure for NP0138211 (10-Nitro-camptothecin)

3D Structure for NP0138211 (10-Nitro-camptothecin)