NP-MRD: Showing NP-Card for (9r)-1h,2h,3h,9h-pyrrolo[2,1-b]quinazolin-9-ylacetic acid (NP0179688)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 17:54:51 UTC

Updated at

2022-09-03 17:54:51 UTC

NP-MRD ID

NP0179688

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(9r)-1h,2h,3h,9h-pyrrolo[2,1-b]quinazolin-9-ylacetic acid

Description

2-[(9R)-1H,2H,3H,9H-pyrrolo[2,1-b]quinazolin-9-yl]acetic acid belongs to the class of organic compounds known as quinazolines. Quinazolines are compounds containing a quinazoline moiety, which is made up of two fused six-member aromatic rings, a benzene ring and a pyrimidine ring. (9r)-1h,2h,3h,9h-pyrrolo[2,1-b]quinazolin-9-ylacetic acid is found in Peganum nigellastrum. Based on a literature review very few articles have been published on 2-[(9R)-1H,2H,3H,9H-pyrrolo[2,1-b]quinazolin-9-yl]acetic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 31 33  0  0  0  0  0  0  0  0999 V2000
    1.2455    3.4976   -2.0139 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9714    2.7916   -1.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8019    2.9379    0.1040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1632    1.8486   -0.9695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0736    0.7317   -0.0281 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1120   -0.1662   -0.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1999    0.1853   -0.8720 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3522   -0.6037   -0.7262 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3950   -1.6842    0.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2684   -1.9919    0.8468 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0884   -1.2399    0.7369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1184   -1.7773    1.3220 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2151   -1.2020    0.9705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6428   -1.4917    1.3698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4682   -0.6163    0.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5270   -0.1632   -0.6098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2302   -0.1087    0.0478 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3544    3.3257    0.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2392    1.4729   -2.0379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1069    2.4415   -0.8449 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0482    1.1936    1.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2709    0.9808   -1.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2340   -0.3504   -1.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3054   -2.2782    0.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2450   -2.8328    1.5361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7643   -1.1850    2.4401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8989   -2.5539    1.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3165   -1.2228    0.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8314    0.2592    1.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8352    0.7915   -1.0554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4620   -0.9897   -1.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  2  0
  2  4  1  0
  4  5  1  0
  5 17  1  0
 17 16  1  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  2  0
 12 11  1  0
 11 10  2  0
 10  9  1  0
  9  8  2  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
 13 17  1  0
  6 11  1  0
  3 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  1
 16 30  1  0
 16 31  1  0
 15 28  1  0
 15 29  1  0
 14 26  1  0
 14 27  1  0
 10 25  1  0
  9 24  1  0
  8 23  1  0
  7 22  1  0
M  END


  Mrv1652309032219542D          

 17 19  0  0  1  0            999 V2000
    2.6378    0.9521    0.0000 O   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
    1.9233   -0.2854    0.0000 O   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
    5.4957   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -2.7604    0.0000 N   0  0  0  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
    1.8532   -2.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3683   -1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8532   -1.2680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 N   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
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 17  1  0  0  0  0
  5 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0179688

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)C[C@H]1N2CCCC2=NC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C13H14N2O2/c16-13(17)8-11-9-4-1-2-5-10(9)14-12-6-3-7-15(11)12/h1-2,4-5,11H,3,6-8H2,(H,16,17)/t11-/m1/s1

> <INCHI_KEY>
VLDUIJLXHYAIPZ-LLVKDONJSA-N

> <FORMULA>
C13H14N2O2

> <MOLECULAR_WEIGHT>
230.267

> <EXACT_MASS>
230.105527699

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
23.906759461749694

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(9R)-1H,2H,3H,9H-pyrrolo[2,1-b]quinazolin-9-yl]acetic acid

> <JCHEM_LOGP>
0.3651806629930829

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8762420511305375

> <JCHEM_PKA_STRONGEST_BASIC>
8.625823512789916

> <JCHEM_POLAR_SURFACE_AREA>
52.9

> <JCHEM_REFRACTIVITY>
65.30700000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(9R)-1H,2H,3H,9H-pyrrolo[2,1-b]quinazolin-9-ylacetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  O   UNK     0       4.924   1.777   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.590  -0.533   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.591  -2.843   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.925  -2.073   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.259  -2.843   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.259  -4.383   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.925  -5.153   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.591  -4.383   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       6.258  -5.153   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       4.924  -4.383   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.459  -4.859   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.554  -3.613   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.459  -2.367   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       4.924  -2.843   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   17                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    6   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   13    5                                                  
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

View in JSmol

Synonyms

Value	Source
2-[(9R)-1H,2H,3H,9H-Pyrrolo[2,1-b]quinazolin-9-yl]acetate	Generator

Chemical Formula

C₁₃H₁₄N₂O₂

Average Mass

230.2670 Da

Monoisotopic Mass

230.10553 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

OC(=O)C[C@H]1N2CCCC2=NC2=CC=CC=C12

InChI Identifier

InChI=1S/C13H14N2O2/c16-13(17)8-11-9-4-1-2-5-10(9)14-12-6-3-7-15(11)12/h1-2,4-5,11H,3,6-8H2,(H,16,17)/t11-/m1/s1

InChI Key

VLDUIJLXHYAIPZ-LLVKDONJSA-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

Species Name	Source	Reference
Peganum nigellastrum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinazolines. Quinazolines are compounds containing a quinazoline moiety, which is made up of two fused six-member aromatic rings, a benzene ring and a pyrimidine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Benzodiazines

Direct Parent

Quinazolines

Alternative Parents

Substituents

Quinazoline
N-alkylpyrrolidine
Benzenoid
Imidolactam
Pyrrolidine
Amidine
Carboxylic acid amidine
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Azacycle
Organooxygen compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
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

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

162894581

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (9r)-1h,2h,3h,9h-pyrrolo[2,1-b]quinazolin-9-ylacetic acid (NP0179688)

MOL for NP0179688 ((9r)-1h,2h,3h,9h-pyrrolo[2,1-b]quinazolin-9-ylacetic acid)

3D MOL for NP0179688 ((9r)-1h,2h,3h,9h-pyrrolo[2,1-b]quinazolin-9-ylacetic acid)

3D SDF for NP0179688 ((9r)-1h,2h,3h,9h-pyrrolo[2,1-b]quinazolin-9-ylacetic acid)

3D-SDF for NP0179688 ((9r)-1h,2h,3h,9h-pyrrolo[2,1-b]quinazolin-9-ylacetic acid)

PDB for NP0179688 ((9r)-1h,2h,3h,9h-pyrrolo[2,1-b]quinazolin-9-ylacetic acid)

3D PDB for NP0179688 ((9r)-1h,2h,3h,9h-pyrrolo[2,1-b]quinazolin-9-ylacetic acid)

SMILES for NP0179688 ((9r)-1h,2h,3h,9h-pyrrolo[2,1-b]quinazolin-9-ylacetic acid)

INCHI for NP0179688 ((9r)-1h,2h,3h,9h-pyrrolo[2,1-b]quinazolin-9-ylacetic acid)

Structure for NP0179688 ((9r)-1h,2h,3h,9h-pyrrolo[2,1-b]quinazolin-9-ylacetic acid)

3D Structure for NP0179688 ((9r)-1h,2h,3h,9h-pyrrolo[2,1-b]quinazolin-9-ylacetic acid)