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Pyrrole

PubChem CID: 8027

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Compound Synonyms PYRROLE, 1H-Pyrrole, 109-97-7, Divinylenimine, Imidole, Azole, Pyrrol, Monopyrrole, Divinyleneimine, 1-Aza-2,4-cyclopentadiene, 30604-81-0, FEMA No. 3386, Pyrrole-15N, NSC 62777, CCRIS 2933, HSDB 119, CHEBI:19203, EINECS 203-724-7, UNII-86S1ZD6L2C, NSC-62777, (1H-Pyrrole)x, PYROLLE, 86S1ZD6L2C, DTXSID5021910, AI3-18817, MFCD00005216, DTXCID201910, 26120-22-9, Pyrroles, C4H5N, Pyrrhol, Pyrole, beta-pyrrole, a pyrrole, pyrrole-, Pyrrole, Reagent, Polypyrrole (undoped, extent of labeling: ~20 wt. % loading, composite with carbon black), 1-H-pyrrole, Pyrrole1539, 1-aza-cyclopentadiene, PYRROLE [FHFI], PYRROLE [HSDB], PYRROLE [FCC], 1H-PYRROLE [MI], Epitope ID:136031, WLN: T5MJ, Pyrrole, analytical standard, CHEMBL16225, Pyrrole, reagent grade, 98%, QSPL 001, CHEBI:35556, FEMA 3386, Pyrrole, >=98%, FCC, FG, NSC62777, NSC72470, STR00296, Tox21_303910, BBL011520, NSC-72470, STL146636, AKOS000120094, FP14738, NCGC00357161-01, BP-21154, CAS-109-97-7, 1H-Pyrrole, Azole, Divinylenimine, Imidole, DB-003771, NS00014390, P0574, EN300-20590, C19907, H27771, A802120, InChI=1/C4H5N/c1-2-4-5-3-1/h1-5, Q242627, F2190-0643, Z104479036, 107760-17-8, 203-724-7
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 15.8
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCCC1
Deep Smiles cccc[nH]5
Heavy Atom Count 5.0
Classyfire Class Heteroaromatic compounds
Description Flavouring ingredient Pyrrole has very low basicity compared to conventional amines and some other aromatic compounds like pyridine. This decreased basicity is attributed to the delocalization of the lone pair of electrons of the nitrogen atom in the aromatic ring. Pyrrole is a very weak base with a pKaH of about ?4. Protonation results in loss of aromaticity, and is, therefore, unfavorable., Pyrrole is a heterocyclic aromatic organic compound, a five-membered ring with the formula C4H4NH. Substituted derivatives are also called pyrroles. For example, C4H4NCH3 is N-methylpyrrole. Porphobilinogen is a trisubstituted pyrrole, which is the biosynthetic precursor to many natural products., The starting materials in the Piloty-Robinson pyrrole synthesis are 2 equivalents of an aldehyde and hydrazine. The product is a pyrrole with specific substituents in the 3 and 4 positions. The aldehyde reacts with the diamine to an intermediate di-imine (R?C=N?N=C?R), which, with added hydrochloric acid, gives ring-closure and loss of ammonia to the pyrrole. Pyrrole is found in tamarind and corn.
Scaffold Graph Node Level C1CCNC1
Isotope Atom Count 0.0
Molecular Complexity 22.8
Database Name fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P24557
Iupac Name 1H-pyrrole
Class Heteroaromatic compounds
Veber Rule True
Classyfire Superclass Organoheterocyclic compounds
Xlogp 0.7
Superclass Organoheterocyclic compounds
Gsk 4 400 Rule True
Molecular Formula C4H5N
Scaffold Graph Node Bond Level c1cc[nH]c1
Inchi Key KAESVJOAVNADME-UHFFFAOYSA-N
Silicos It Class Soluble
Rotatable Bond Count 0.0
State Liquid
Synonyms 1-Aza-2,4-cyclopentadiene, 1H-Pyrrole, 1H-Pyrrole, homopolymer, 1H-Pyrrole, potassium salt, Azole, Divinyleneimine, Divinylenimine, FEMA 3386, Imidole, Indole, Monopyrrole, Polypyrrole, Pyrolle, Pyrrhol, Pyrrol, Pyrroline, Pyrrole, Pyrroles, monopyrrole, pyrrole
Esol Class Very soluble
Functional Groups c[nH]c
Compound Name Pyrrole
Kingdom Organic compounds
Exact Mass 67.0422
Formal Charge 0.0
Monoisotopic Mass 67.0422
Hydrogen Bond Acceptor Count 0.0
Molecular Weight 67.09
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteromonocyclic compounds
Lipinski Rule Of 5 True
Inchi InChI=1S/C4H5N/c1-2-4-5-3-1/h1-5H
Smiles C1=CNC=C1
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Heteroaromatic compounds
Np Classifier Superclass Proline alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Paederia Foetida (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.2730090106
  • 2. Outgoing r'ship FOUND_IN to/from Pimpinella Acuminata (Plant) Rel Props:Reference:ISBN:9788185042114
  • 3. Outgoing r'ship FOUND_IN to/from Tamarindus Indica (Plant) Rel Props:Source_db:fooddb_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Zea Mays (Plant) Rel Props:Source_db:fooddb_chem_all