NP-MRD: Showing NP-Card for (+)-Cyclotryprostatin B (NP0061426)

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Record Information

Version

1.0

Created at

2022-04-28 06:13:15 UTC

Updated at

2022-04-28 06:13:15 UTC

NP-MRD ID

NP0061426

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Cyclotryprostatin B

Description

CYCLOTRYPROSTATIN B belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety. (+)-Cyclotryprostatin B is found in Aspergillus fumigatus and Aspergillus fumigatus BM 939. Based on a literature review very few articles have been published on CYCLOTRYPROSTATIN B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282208132D          

 31 35  0  0  1  0            999 V2000
    7.2667    1.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8860    2.2186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0618    2.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6183    1.5592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9990    0.8273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8232    0.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4205    0.2391    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6823    0.6075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8045    1.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1591    1.9371    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3914    1.6351    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2691    0.8192    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9146    0.3054    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7924   -0.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4378   -1.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3156   -1.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2055   -0.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5014    0.5171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3792   -0.2988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8560    1.0309    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9782    1.8468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7459    2.1489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8681    2.9648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2400    2.2151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6615    1.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0422    0.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5136    2.4510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2813    2.7530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6358    3.2668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0909    1.4504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5344    2.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 12 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  6  0  0  0
 21 22  1  0  0  0  0
 11 22  1  0  0  0  0
 22 23  2  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 20 26  1  0  0  0  0
 11 27  1  6  0  0  0
 10 28  1  1  0  0  0
 28 29  1  0  0  0  0
  1 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END

     RDKit          3D

 58 62  0  0  0  0  0  0  0  0999 V2000
    6.5427    3.1369   -0.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9807    2.0138    0.4470 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6853    1.6152    0.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8397    2.2721   -0.6426 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5451    1.9067   -0.8840 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0573    0.7849   -0.1868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8343    0.1661   -0.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8950   -0.8959    0.6770 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1258   -0.9242    1.2083 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8597    0.0973    0.6944 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1547    0.5250    0.8859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3359   -1.7360    0.8665 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6079   -2.7006   -0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1933   -3.3842   -0.9635 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6658   -3.2742   -0.8671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3269   -4.3448   -2.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4934   -0.8312    0.9285 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5417   -0.9880    1.8719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8043   -2.1834    2.2503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3255    0.1133    2.4279 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7827    0.0847    2.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1729    1.5602    2.3453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8711    2.3394    2.3674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9556    1.3776    1.7891 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9078    1.4694    0.8336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3286    2.5818    0.7933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6218    0.2875    0.0188 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7445    0.0618   -0.8177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4531    0.3776   -0.8866 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4563    1.4607   -1.7330 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5679    1.1799   -3.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6301    3.2250   -0.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0109    4.0421    0.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4620    3.0319   -1.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2849    3.1373   -1.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8998    2.4239   -1.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4989   -1.6202    1.9195 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7607   -0.0547    1.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1997   -2.2807    1.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6932   -2.8944   -0.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9532   -3.4579    0.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0510   -2.2851   -1.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1809   -3.9939   -1.5587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0105   -4.0444   -3.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4328   -4.3711   -1.9997 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0297   -5.3842   -1.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0919    0.1712    3.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2648   -0.4905    3.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1325   -0.3655    1.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7246    1.8780    1.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7400    1.6928    3.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9359    3.2780    1.7892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6171    2.4944    3.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7732   -0.8843   -1.1084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5536   -0.5144   -1.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3069    0.5366   -3.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4631    0.5270   -3.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5174    2.0532   -3.7259 H   0  0  0  0  0  0  0  0  0  0  0  0
 31 30  1  0
 30 29  1  0
 29  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11  3  1  0
  3  2  1  0
  2  1  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  8 12  1  0
 12 13  1  0
 13 14  2  3
 14 15  1  0
 14 16  1  0
 12 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  6
 27 29  1  0
  6  7  1  0
 27 17  1  0
  6 10  1  0
 24 20  1  0
 31 56  1  0
 31 57  1  0
 31 58  1  0
 29 55  1  6
  9 37  1  0
 11 38  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  5 36  1  0
 12 39  1  1
 13 40  1  0
 15 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 16 46  1  0
 20 47  1  1
 21 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  0
 23 53  1  0
 28 54  1  0
M  END


  Mrv1652304282208132D          

 31 35  0  0  1  0            999 V2000
    7.2667    1.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8860    2.2186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0618    2.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6183    1.5592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9990    0.8273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8232    0.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4205    0.2391    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6823    0.6075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8045    1.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1591    1.9371    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3914    1.6351    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2691    0.8192    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9146    0.3054    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7924   -0.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4378   -1.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3156   -1.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2055   -0.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5014    0.5171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3792   -0.2988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8560    1.0309    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9782    1.8468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7459    2.1489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8681    2.9648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2400    2.2151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6615    1.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0422    0.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5136    2.4510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2813    2.7530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6358    3.2668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0909    1.4504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5344    2.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 12 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  6  0  0  0
 21 22  1  0  0  0  0
 11 22  1  0  0  0  0
 22 23  2  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 20 26  1  0  0  0  0
 11 27  1  6  0  0  0
 10 28  1  1  0  0  0
 28 29  1  0  0  0  0
  1 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0061426

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@H]1C2=C(NC3=CC(OC)=CC=C23)[C@H](C=C(C)C)N2C(=O)[C@@H]3CCCN3C(=O)[C@@]12O

> <INCHI_IDENTIFIER>
InChI=1S/C23H27N3O5/c1-12(2)10-17-19-18(14-8-7-13(30-3)11-15(14)24-19)20(31-4)23(29)22(28)25-9-5-6-16(25)21(27)26(17)23/h7-8,10-11,16-17,20,24,29H,5-6,9H2,1-4H3/t16-,17-,20-,23-/m0/s1

> <INCHI_KEY>
DARSEBUZHJPBHI-OSAZLGQLSA-N

> <FORMULA>
C23H27N3O5

> <MOLECULAR_WEIGHT>
425.485

> <EXACT_MASS>
425.195070981

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
45.40775030455823

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,12S,15S)-1-hydroxy-2,7-dimethoxy-12-(2-methylprop-1-en-1-yl)-10,13,19-triazapentacyclo[11.7.0.0^{3,11}.0^{4,9}.0^{15,19}]icosa-3(11),4(9),5,7-tetraene-14,20-dione

> <ALOGPS_LOGP>
1.67

> <JCHEM_LOGP>
1.7995978610000005

> <ALOGPS_LOGS>
-2.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.71454265250292

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.124301448145081

> <JCHEM_PKA_STRONGEST_BASIC>
-4.063263077454182

> <JCHEM_POLAR_SURFACE_AREA>
95.10000000000001

> <JCHEM_REFRACTIVITY>
114.0709

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.17e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,12S,15S)-1-hydroxy-2,7-dimethoxy-12-(2-methylprop-1-en-1-yl)-10,13,19-triazapentacyclo[11.7.0.0^{3,11}.0^{4,9}.0^{15,19}]icosa-3(11),4(9),5,7-tetraene-14,20-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      13.564   2.775   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.854   4.141   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.315   4.209   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.487   2.911   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.198   1.544   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.737   1.477   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      10.118   0.446   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       8.740   1.134   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.968   2.657   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.764   3.616   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.331   3.052   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       6.102   1.529   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       7.307   0.570   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.079  -0.953   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.284  -1.912   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.056  -3.435   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.717  -1.348   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.669   0.965   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.441  -0.558   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.464   1.924   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       3.693   3.447   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       5.126   4.011   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.354   5.534   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.315   4.135   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.235   3.037   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.945   1.671   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       6.559   4.575   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       7.992   5.139   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       6.787   6.098   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      15.103   2.707   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      15.931   4.006   0.000  0.00  0.00           C+0
CONECT    1    2    6   30                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8    4   10                                                  
CONECT   10    9   11   28                                                  
CONECT   11   10   12   22   27                                             
CONECT   12   11   13   18                                                  
CONECT   13   12    8   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   12   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   26                                                  
CONECT   21   20   22   24                                                  
CONECT   22   21   11   23                                                  
CONECT   23   22                                                            
CONECT   24   21   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   20                                                       
CONECT   27   11                                                            
CONECT   28   10   29                                                       
CONECT   29   28                                                            
CONECT   30    1   31                                                       
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₇N₃O₅

Average Mass

425.4850 Da

Monoisotopic Mass

425.19507 Da

IUPAC Name

(1S,2S,12S,15S)-1-hydroxy-2,7-dimethoxy-12-(2-methylprop-1-en-1-yl)-10,13,19-triazapentacyclo[11.7.0.0^{3,11}.0^{4,9}.0^{15,19}]icosa-3(11),4(9),5,7-tetraene-14,20-dione

Traditional Name

(1S,2S,12S,15S)-1-hydroxy-2,7-dimethoxy-12-(2-methylprop-1-en-1-yl)-10,13,19-triazapentacyclo[11.7.0.0^{3,11}.0^{4,9}.0^{15,19}]icosa-3(11),4(9),5,7-tetraene-14,20-dione

CAS Registry Number

Not Available

SMILES

CO[C@H]1C2=C(NC3=CC(OC)=CC=C23)[C@H](C=C(C)C)N2C(=O)[C@@H]3CCCN3C(=O)[C@@]12O

InChI Identifier

InChI=1S/C23H27N3O5/c1-12(2)10-17-19-18(14-8-7-13(30-3)11-15(14)24-19)20(31-4)23(29)22(28)25-9-5-6-16(25)21(27)26(17)23/h7-8,10-11,16-17,20,24,29H,5-6,9H2,1-4H3/t16-,17-,20-,23-/m0/s1

InChI Key

DARSEBUZHJPBHI-OSAZLGQLSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aspergillus fumigatus	LOTUS Database	35616633
Aspergillus fumigatus BM 939	Fungi	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyridoindoles

Direct Parent

Beta carbolines

Alternative Parents

Substituents

Beta-carboline
Alpha-amino acid or derivatives
3-alkylindole
Indole
Anisole
Dioxopiperazine
Phenol ether
2,5-dioxopiperazine
Alkyl aryl ether
N-alkylpiperazine
Piperazine
1,4-diazinane
Benzenoid
Tertiary carboxylic acid amide
Pyrrolidine
Pyrrole
Heteroaromatic compound
Carboxamide group
Lactam
Alkanolamine
Azacycle
Carboxylic acid derivative
Dialkyl ether
Ether
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Organooxygen compound
Organonitrogen 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	1.67	ALOGPS
logP	1.8	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	10.12	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	95.1 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	114.07 m³·mol⁻¹	ChemAxon
Polarizability	45.41 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

C00016084

Chemspider ID

8963827

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10788514

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+)-Cyclotryprostatin B (NP0061426)

MOL for NP0061426 ((+)-Cyclotryprostatin B)

3D MOL for NP0061426 ((+)-Cyclotryprostatin B)

3D SDF for NP0061426 ((+)-Cyclotryprostatin B)

3D-SDF for NP0061426 ((+)-Cyclotryprostatin B)

PDB for NP0061426 ((+)-Cyclotryprostatin B)

3D PDB for NP0061426 ((+)-Cyclotryprostatin B)

SMILES for NP0061426 ((+)-Cyclotryprostatin B)

INCHI for NP0061426 ((+)-Cyclotryprostatin B)

Structure for NP0061426 ((+)-Cyclotryprostatin B)

3D Structure for NP0061426 ((+)-Cyclotryprostatin B)