NP-MRD: Showing NP-Card for Indanopyrrole B (NP0341896)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-10-17 18:46:14 UTC

Updated at

2025-07-30 23:09:30 UTC

NP-MRD ID

NP0341896

Natural Product DOI

https://doi.org/10.57994/3384

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Indanopyrrole B

Description

Based on a literature review very few articles have been published on Indanopyrrole B.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01142318572D          

 32 34  0  0  1  0            999 V2000
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378   -0.6979    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -1.1104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2102   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246   -2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391   -1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.9354    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1060   -2.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6580   -3.0380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4785   -2.9517    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.2455   -3.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5811   -4.5061    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.4385   -3.5809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -2.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.9354    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2559   -0.6255    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  9  8  1  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
 11 13  1  0  0  0  0
 14 13  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
  9 19  1  1  0  0  0
 20  9  1  0  0  0  0
 20 21  1  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
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 22 28  1  0  0  0  0
 21 29  2  0  0  0  0
 20 30  1  1  0  0  0
 31 20  1  0  0  0  0
 31  5  1  0  0  0  0
 31  2  1  0  0  0  0
 31 32  1  6  0  0  0
M  END


  Mrv2104 01142318572D          

 32 34  0  0  1  0            999 V2000
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378   -0.6979    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -1.1104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2102   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246   -2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391   -1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.9354    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1060   -2.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6580   -3.0380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4785   -2.9517    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.2455   -3.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5811   -4.5061    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.4385   -3.5809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -2.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.9354    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2559   -0.6255    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  9  8  1  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
 11 13  1  0  0  0  0
 14 13  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
  9 19  1  1  0  0  0
 20  9  1  0  0  0  0
 20 21  1  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
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 22 28  1  0  0  0  0
 21 29  2  0  0  0  0
 20 30  1  1  0  0  0
 31 20  1  0  0  0  0
 31  5  1  0  0  0  0
 31  2  1  0  0  0  0
 31 32  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0341896

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12CC[C@@H](C)[C@]1([H])[C@@]([H])(C(=O)C1=CC(Cl)=C(Cl)N1)[C@@]([H])(\C=C(/C)C[C@@H](C)C(O)=O)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C22H27Cl2NO3/c1-11(8-13(3)22(27)28)9-15-7-6-14-5-4-12(2)18(14)19(15)20(26)17-10-16(23)21(24)25-17/h6-7,9-10,12-15,18-19,25H,4-5,8H2,1-3H3,(H,27,28)/b11-9+/t12-,13-,14-,15-,18+,19+/m1/s1

> <INCHI_KEY>
RMSFPFYXMPOTTN-NIYJKTJTSA-N

> <FORMULA>
C22H27Cl2NO3

> <MOLECULAR_WEIGHT>
424.36

> <EXACT_MASS>
423.1367991

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
45.010999709316714

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,4E)-5-[(3R,3aS,4R,5R,7aR)-4-(4,5-dichloro-1H-pyrrole-2-carbonyl)-3-methyl-2,3,3a,4,5,7a-hexahydro-1H-inden-5-yl]-2,4-dimethylpent-4-enoic acid

> <JCHEM_LOGP>
5.2168370763333325

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.658314740296808

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.097387060656304

> <JCHEM_PKA_STRONGEST_BASIC>
-7.9199798235375285

> <JCHEM_POLAR_SURFACE_AREA>
70.16

> <JCHEM_REFRACTIVITY>
114.0623

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R,4E)-5-[(3R,3aS,4R,5R,7aR)-4-(4,5-dichloro-1H-pyrrole-2-carbonyl)-3-methyl-2,3,3a,4,5,7a-hexahydro-1H-inden-5-yl]-2,4-dimethylpent-4-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 14-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-JAN-23         0                                  
HETATM    1  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.126  -0.057   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM    6  H   UNK     0       4.924  -1.303   0.000  0.00  0.00           H+0
HETATM    7  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.591  -2.843   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.925  -2.073   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.925  -0.533   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.259  -2.843   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.592  -2.073   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.592  -0.533   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.926  -2.843   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      12.926  -4.383   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      14.260  -2.073   0.000  0.00  0.00           O+0
HETATM   19  H   UNK     0       6.258  -3.613   0.000  0.00  0.00           H+0
HETATM   20  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.924  -4.383   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.258  -5.153   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.664  -4.526   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.695  -5.671   0.000  0.00  0.00           C+0
HETATM   25 Cl   UNK     0      10.226  -5.510   0.000  0.00  0.00          Cl+0
HETATM   26  C   UNK     0       7.925  -7.005   0.000  0.00  0.00           C+0
HETATM   27 Cl   UNK     0       8.551  -8.411   0.000  0.00  0.00          Cl+0
HETATM   28  N   UNK     0       6.419  -6.684   0.000  0.00  0.00           N+0
HETATM   29  O   UNK     0       3.590  -5.153   0.000  0.00  0.00           O+0
HETATM   30  H   UNK     0       3.590  -3.613   0.000  0.00  0.00           H+0
HETATM   31  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   32  H   UNK     0       2.344  -1.168   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3   31                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7   31                                             
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   19   20                                             
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19    9                                                            
CONECT   20    9   21   30   31                                             
CONECT   21   20   22   29                                                  
CONECT   22   21   23   28                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   22                                                       
CONECT   29   21                                                            
CONECT   30   20                                                            
CONECT   31   20    5    2   32                                             
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₇Cl₂NO₃

Average Mass

424.3600 Da

Monoisotopic Mass

423.13680 Da

IUPAC Name

(2R,4E)-5-[(3R,3aS,4R,5R,7aR)-4-(4,5-dichloro-1H-pyrrole-2-carbonyl)-3-methyl-2,3,3a,4,5,7a-hexahydro-1H-inden-5-yl]-2,4-dimethylpent-4-enoic acid

Traditional Name

(2R,4E)-5-[(3R,3aS,4R,5R,7aR)-4-(4,5-dichloro-1H-pyrrole-2-carbonyl)-3-methyl-2,3,3a,4,5,7a-hexahydro-1H-inden-5-yl]-2,4-dimethylpent-4-enoic acid

CAS Registry Number

Not Available

SMILES

[H][C@]12CC[C@@H](C)[C@]1([H])[C@@]([H])(C(=O)C1=CC(Cl)=C(Cl)N1)[C@@]([H])(\C=C(/C)C[C@@H](C)C(O)=O)C=C2

InChI Identifier

InChI=1S/C22H27Cl2NO3/c1-11(8-13(3)22(27)28)9-15-7-6-14-5-4-12(2)18(14)19(15)20(26)17-10-16(23)21(24)25-17/h6-7,9-10,12-15,18-19,25H,4-5,8H2,1-3H3,(H,27,28)/b11-9+/t12-,13-,14-,15-,18+,19+/m1/s1

InChI Key

RMSFPFYXMPOTTN-NIYJKTJTSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	abogdanov@ucsd.edu	UCSD	Alex Bogdanov	2024-10-17	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	abogdanov@ucsd.edu	UCSD	Alex Bogdanov	2024-10-17	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	abogdanov@ucsd.edu	UCSD	Alex Bogdanov	2024-10-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)	abogdanov@ucsd.edu	UCSD	Alex Bogdanov	2024-10-17	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Moorena sp.		Not Available

Chemical Taxonomy

Classification

Not classified

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	5.22	ChemAxon
pKa (Strongest Acidic)	4.1	ChemAxon
pKa (Strongest Basic)	-7.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	70.16 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	114.06 m³·mol⁻¹	ChemAxon
Polarizability	45.01 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Indanopyrrole B (NP0341896)

MOL for NP0341896 (Indanopyrrole B)

3D MOL for NP0341896 (Indanopyrrole B)

3D SDF for NP0341896 (Indanopyrrole B)

3D-SDF for NP0341896 (Indanopyrrole B)

PDB for NP0341896 (Indanopyrrole B)

3D PDB for NP0341896 (Indanopyrrole B)

SMILES for NP0341896 (Indanopyrrole B)

INCHI for NP0341896 (Indanopyrrole B)

Structure for NP0341896 (Indanopyrrole B)

3D Structure for NP0341896 (Indanopyrrole B)