JAZL/ChemGist-CHON huggingface dataset:
Compound: Cinobufagin
SMILES: O=c1occ([C@@H]2[C@@]3([C@@]4(O[C@@H]4[C@@H]2OC(=O)C)[C@H]5[C@@H]([C@@]6([C@@H](C[C@@H](O)CC6)CC5)C)CC3)C)cc1
InChIKey: SCULJPGYOQQXTK-OLRINKBESA-N
Synonyms: Cinobufagin, 470-37-1, Cinobufagine, Cino-bufagin, T9PSN4R8IR, NSC-90325, [(1R,2S,4R,5R,6R,7R,10S,11S,14S,16R)-14-hydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate, DTXSID701026953, Bufa-20,22-dienolide, 16-(acetyloxy)-14,15-epoxy-3-hydroxy-, (3-beta,5-beta,15-beta,16-beta)-, ((1R,2S,4R,5R,6R,7R,10S,11S,14S,16R)-14-hydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo(8.8.0.02,4.02,7.011,16)octadecan-5-yl) acetate, RefChem:126286, DTXCID001513626, 3beta-hydroxy-16beta-acetoxy-14beta,15beta-epoxy-5beta-bufa-20,22-dienolide, 14-hydroxy-7,11-dimethyl-6-(2-oxo-2H-pyran-4-yl)-3-oxapentacyclo(8.8.0.02,4.02,7.011,16)octadecan-5-yl acetate, MFCD00056825, NSC90325, C26H34O6, UNII-T9PSN4R8IR, NSC 90325, Cinobufagin (Cinobufagine)?, CINOBUFAGIN [WHO-DD], SCHEMBL642990, CHEMBL250785, Cinobufagin - Bio-X trade mark, CHEBI:80805, 14,15beta-Epoxy-3beta,16beta-dihydroxy-5beta,20(22)-bufadienolide 16-acetate, GLXC-10262, HY-N0421, MSK158474, s3224, AKOS040753754, CCG-208337, CS-3697, EBC-618416, FC65673, AC-34292, BC300057, C3460, C16931, SR-05000002305, Q5121070, SR-05000002305-2, 5.beta.-Bufa-20, 14,15.beta.-epoxy-3.beta.,16.beta.-dihydroxy-, 16-acetate, Bufa-20, 16-(acetyloxy)-14,15-epoxy-3-hydroxy-, (3.beta.,5.beta.,15.beta.,16.beta.)-, (1R,2S,4R,5R,6R,7R,10S,11S,14S,16R)-14-hydroxy-7,11-dimethyl-6-(2-oxo-2H-pyran-5-yl)-3-oxapentacyclo[8.8.0.0^{2,4}.0^{2,7}.0^{11,16}]octadecan-5-yl acetate, BUFA-20,22-DIENOLIDE, 16-(ACETYLOXY)-14,15-EPOXY-3-HYDROXY-, (3- .BETA.,5-.BETA.,15-.BETA.,16-.BETA.)-
Theoretical properties:
molecular_formula: C26H34O6
molecular_weight: 442.5 g/mol
exact_mass: 442.23553880 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 3
heavy_atom_count: 32
topological_polar_surface_area: 85.4 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Cinobufagin is a steroid lactone. It is functionally related to a bufanolide.
chembl: CINOBUFAGIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Cinobufagin is a cardiotoxic bufanolide steroid secreted by the Asiatic toad Bufo gargarizans. It has similar effects to digitalis and is used in traditional Chinese medicine.
Compound: Pentorex
SMILES: NC(C(c1ccccc1)C)(C)C
InChIKey: UMWAUEZOGHNSCH-UHFFFAOYSA-N
Synonyms: Pentorex, Phenpentermine, 434-43-5, dl-Phenpentermine, Pentorexum, 2-Amino-2-methyl-3-phenylbutane, K97CJK0FXR, alpha,alpha,beta-Trimethylphenethylamine, Phenethylamine, alpha,alpha,beta-trimethyl-, RefChem:928802, 207-102-6, 2-methyl-3-phenylbutan-2-amine, Pentorex [INN:DCF], Pentorexum [INN-Latin], alpha,alpha,beta-Trimethylbenzeneethanamine, EINECS 207-102-6, UNII-K97CJK0FXR, BRN 2079071, Pentorex Free Base, Trimethyl-phenethylamin, PENTOREX [INN], PENTOREX [MI], Benzeneethanamine, alpha,alpha,beta-trimethyl-, SCHEMBL160519, CHEMBL2105389, DTXSID80861934, CHEBI:134795, AKOS006272011, EBC-332095, NS00043405, EN300-1662895, Q7165274, .ALPHA.,.ALPHA.,.BETA.-TRIMETHYLPHENETHYLAMINE, PHENETHYLAMINE, .ALPHA.,.ALPHA.,.BETA.-TRIMETHYL-
Theoretical properties:
molecular_formula: C11H17N
molecular_weight: 163.26 g/mol
exact_mass: 163.136099547 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 2
heavy_atom_count: 12
topological_polar_surface_area: 26 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Pentorex is a member of amphetamines.
chembl: PENTOREX is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Pentorex, also known as phenpentermine or α,β-dimethylamphetamine and sold under the brand name Modatrop, is a stimulant drug of the amphetamine family related to phentermine (α-methylamphetamine) which is used as an anorectic to assist with weight loss. It also acts as a diuretic. Pentorex was developed by Nordmark in the 1960s.
It is a derivative of 2-phenyl-3-aminobutane (β-methylamphetamine).
Compound: N-Isopropylbenzylamine
SMILES: N(C(C)C)Cc1ccccc1
InChIKey: LYBKPDDZTNUNNM-UHFFFAOYSA-N
Synonyms: N-Isopropylbenzylamine, 102-97-6, N-Benzylisopropylamine, Isopropylbenzylamine, N-Benzyl-N-isopropylamine, Benzenemethanamine, N-(1-methylethyl)-, Benzylisopropylamine, Benzylamine, N-isopropyl-, 67SYC92FNS, DTXSID8059265, NSC-60295, RefChem:792241, DTXCID1032694, 203-067-6, N-benzylpropan-2-amine, MFCD00008863, N-isopropyl-N-benzylamine, (methylethyl)benzylamine, N-(1-METHYLETHYL)BENZENEMETHANAMINE, N-(1-Methylethyl)-benzenemethanamine, Benzyl(Propan-2-Yl)Amine, EINECS 203-067-6, isopropyl benzylamine, NSC 60295, benzyl-isopropyl-amine, AI3-26799, UNII-67SYC92FNS, N-Isopropylbenzylamine, 97%, SCHEMBL143708, SCHEMBL1326974, SCHEMBL3845344, SCHEMBL5185913, SCHEMBL6644747, CHEMBL3229275, (1-methylethyl)(phenylmethyl)amine, ALBB-005976, MSK14763, NSC60295, SBB048017, STK500594, AKOS000119921, CS-W020642, AS-63527, SY032809, DB-000330, B1216, Isopropylbenzylamine; N-benzylpropan-2-amine, NS00023197, ST50410600, C11247, N-Isopropylbenzylamine, purum, >=97.0% (GC), F366623, Q3511281, InChI=1/C10H15N/c1-9(2)11-8-10-6-4-3-5-7-10/h3-7,9,11H,8H2,1-2H
Theoretical properties:
molecular_formula: C10H15N
molecular_weight: 149.23 g/mol
exact_mass: 149.120449483 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 3
heavy_atom_count: 11
topological_polar_surface_area: 12 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: N-isopropylbenzylamine is a compound that has appeared in chemical literature often playing an intermediary role in applications of experimental synthesis and novel organic transformations. Despite having limited documented uses, it is most well known for having previously come to the attention of the DEA due to being used by illicit methamphetamine manufacturers as a diluent of or substitute for methamphetamine, with many recorded sightings occurring in the years 2007–2008. It not known to be a controlled substance in any other jurisdiction. Isopropylbenzylamine is not thought to have any stimulant effects in its own right, though anecdotal reports suggest that it may be associated with side effects such as headaches and confusion which are not typically associated with methamphetamine itself.  The toxicity of N-isopropylbenzylamine has been studied as of 2022 and it has been found to produces toxicity via increasing nitric oxide in vitro. In this study, in vitro toxicity of N-isopropylbenzylamine and its toxicity-related targets were investigated in SN4741, SH-SY5Y or PC12 cell lines that model neurons. The study sounds an alarm for methamphetamine users and warns of the dangers of N-isopropylbenzylamine for public health.
Compound: Pentamorphone
SMILES: O=C1C=C[C@@]2(NCCCCC)[C@@H]3N(C)CC[C@@]42[C@H]1Oc5c(O)ccc(c45)C3
InChIKey: NRPCWSUJMWEFOK-KDXIVRHGSA-N
Synonyms: Pentamorphone, 68616-83-1, Pentamorphonum, Pentamorfona, A-4492, 14b-n-pentylaminomorphinone, RX77989, MM4487B4MW, RX-77989, DTXSID901018235, Morphinan-6-one, 7,8-didehydro-4,5-epoxy-3-hydroxy-17-methyl-14-(pentylamino)-, (5alpha)-, n-pentylaminomorphinone, RefChem:928794, DTXCID301476469, Penomorphone, (4R,4aS,7aR,12bR)-9-hydroxy-3-methyl-4a-(pentylamino)-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one, Pentamorphona, Pentamorphone [USAN:INN], Pentamorphonum [INN-Latin], UNII-MM4487B4MW, Pentamorphona [INN-Spanish], Pentamorphone; RX 77989;A 4492, RX 77989, PENTAMORPHONE [INN], Pentamorphone (USAN/INN), PENTAMORPHONE [USAN], PENTAMORPHONE [MART.], SCHEMBL120834, CHEMBL2107032, 7,8-Didehydro-4,5alpha-epoxy-3-hydroxy-17-methyl-14-(pentylamino)morphinan-6-one, (4R,4aS,7aR,12bR)-9-hydroxy-3-methyl-4a-(pentylamino)-2,3,4,4a-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one, NS00123853, D05416, Q7165029, 3-Hydroxy-17-methyl-14-(pentylamino)-5alpha-7,8-didehydro-4,5-epoxymorphinan-6-one, MORPHINAN-6-ONE, 7,8-DIDEHYDRO-4,5-EPOXY-3-HYDROXY-17-METHYL-14-(PENTYLAMINO)-, (5.ALPHA.)-
Theoretical properties:
molecular_formula: C22H28N2O3
molecular_weight: 368.5 g/mol
exact_mass: 368.20999276 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 5
heavy_atom_count: 27
topological_polar_surface_area: 61.8 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: PENTAMORPHONE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Pentamorphone (14β-pentylaminomorphinone, RX-77989) is a semi-synthetic opiate derivative related to compounds such as Morphinone and oxymorphone. Developed in 1984, it is a potent opioid analgesic several times stronger than fentanyl, and with a similarly fast onset of effects and short duration of action. It was found to produce relatively little respiratory depression compared to other potent opioid agonists, but its analgesic effects were somewhat disappointing in human trials, and while pentamorphone had some slight advantages over fentanyl these were not sufficient to warrant its introduction into clinical use.
Compound: Methyldihydromorphine
SMILES: O1c2c(O)ccc3c2[C@@]45[C@@H]1[C@@](O)(CC[C@H]4[C@H](N(C)CC5)C3)C
InChIKey: NBKVWIJQJMEQLE-NGTWOADLSA-N
Synonyms: Methyldihydromorphine, Metildihidromorfina, Morphine, dihydro-6-methyl-, 509-56-8, Metildiidromorfina, Morphine, methyldihydro-, Methyldihydromorphine [INN:DCF], Metildiidromorfina [DCIT], Methyldihydromorphinum, Metildihidromorfina [INN-Spanish], Methyldihydromorphinum [INN-Latin], 26AY9TLO5W, BRN 0040924, IDS-NM-005, DEA No. 9304, 3,6-Dihydroxy-6,N-dimethyl-4,5-epoxymorphinan, 4,5alpha-Epoxy-6,N-dimethyl-3,6-morphinandiol, DTXSID10198922, METHYLDIHYDROMORPHINE [INN], 4-27-00-02204 (Beilstein Handbook Reference), Morphinan-3,6-alpha-diol, 6-beta,17-dimethyl-4,5-alpha-epoxy-, Morphinan-3,6-diol, 4,5-epoxy-6,17-dimethyl-, (5alpha,6alpha)-, Methyldihydromorphine (INN), Metildihidromorfina (INN-Spanish), Methyldihydromorphinum (INN-Latin), MORPHINAN-3,6-DIOL, 4,5-EPOXY-6,17-DIMETHYL-, (5.ALPHA.,6.ALPHA.)-, METHYDROMORPHINE, RefChem:818568, DTXCID70121413, UNII-26AY9TLO5W, methyldihydromorphin, SCHEMBL908070, CHEMBL2104436, NS00067974, D12689, 6beta,17-Dimethyl-5alpha-4,5-epoxymorphinan-3,6alpha-diol, (4R,4aR,7S,7aR,12bS)-3,7-dimethyl-1,2,4,4a,5,6,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-7,9-diol, Methyldihydromorphine; Morphinan-3,6-diol, 4,5-epoxy-6,17-dimethyl-, (5a,6a)-; Morphine, dihydro-6-methyl- (6CI); Methyldihydromorphine
Theoretical properties:
molecular_formula: C18H23NO3
molecular_weight: 301.4 g/mol
exact_mass: 301.16779360 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 0
heavy_atom_count: 22
topological_polar_surface_area: 52.9 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: METHYLDIHYDROMORPHINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Methyldihydromorphine is a semi-synthetic opioid originally developed in Germany in 1936, controlled under both domestic law and UN conventions because of its possible potential for abuse.  Methyldihydromorphine is related to heterocodeine and is not a synonym for dihydrocodeine or dihydroheterocodeine (6-methoxydihydromorphine).
This compound is a derivative of hydromorphone  It has been found to be 33 percent the analgesic potency of morphine with a substantially longer duration of action.
So far, little is currently known about this compound. It is a Schedule I controlled substance in the United States with an ACSCN of 9304 and a 2013 annual manufacturing quota of 2 grams.
Compound: METHYLDESORPHINE
SMILES: O1c2c(O)ccc3c2[C@@]45[C@@H]1C(=CC[C@H]4[C@H](N(C)CC5)C3)C
InChIKey: CUFWYVOFDYVCPM-GGNLRSJOSA-N
Synonyms: METHYLDESORPHINE, Metildesorfina, Methyldesomorphine, 16008-36-9, MK 57, Methyldesorphinum, DEA No. 9302, Methyldesorphine [INN:BAN:DCF], Metildesorfina [INN-Spanish], UNII-Y460N7W76B, Methyldesorphinum [INN-Latin], IDS-NM-004, .DELTA.6-Deoxy-6-methylmorphine, MK-57, Y460N7W76B, EINECS 240-139-6, METHYLDESORPHINE [INN], DTXSID60166797, 3-Hydroxy-6,N-dimethyl-4,5-epoxymorphin-6-en, 4,5alpha-Epoxy-6,N-dimethyl-6-morphinen-3-ol, 6-Methyl-delta(sup 6)-deoxy-morphine, Methyldesorphine (INN), 6-METHYL-.DELTA.(SUP 6)-DEOXY-MORPHINE, Metildesorfina (INN-Spanish), Methyldesorphinum (INN-Latin), Morphinan-3-ol, 6,7-didehydro-4,5-epoxy-6,17-dimethyl-, (5.alpha.)-, Morphinan-3-ol, 6,7-didehydro-4,5.alpha.-epoxy-6,17-dimethyl-, 6-Methyl-.DELTA.6-deoxy-morphine, RefChem:158172, Delta6-Deoxy-6-methylmorphine, DTXCID4089288, 6-Methyl-DELTA6-deoxy-morphine, Morphinan-3-ol, 6,7-didehydro-4,5alpha-epoxy-6,17-dimethyl-, Morphinan-3-ol, 6,7-didehydro-4,5-epoxy-6,17-dimethyl-, (5alpha)-, 240-139-6, CUFWYVOFDYVCPM-UHFFFAOYSA-N, SCHEMBL908001, CHEMBL2104851, SCHEMBL29519010, CUFWYVOFDYVCPM-GGNLRSJOSA-N, (4R,4aR,7aS,12bS)-3,7-dimethyl-2,4,4a,5,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-9-ol, NS00025213, D12691, Q6823966, 6,17-Dimethyl-5alpha-6,7-didehydro-4,5-epoxymorphinan-3-ol
Theoretical properties:
molecular_formula: C18H21NO2
molecular_weight: 283.4 g/mol
exact_mass: 283.157228913 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 0
heavy_atom_count: 21
topological_polar_surface_area: 32.7 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: METHYLDESORPHINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Methyldesorphine is an opioid analgesic. First synthesized in Germany in 1940 and patented in the US in 1952, it has a high potential for abuse as with any potent opioid agonist, and is sometimes found along with desomorphine as a component of the home-made opioid mixture known as "Krokodil" used in Russia and the neighboring former Soviet republics. It is approximately 15 times more potent than morphine as an analgesic, but if the 6-7 bond is saturated, the β isomer is some 50 times more potent than morphine.
Methyldesorphine is listed as a Schedule I Narcotic controlled substance under the Controlled Substances Act 1970 in the United States with a DEA ACSCN of 9302 and zero annual aggregate manufacturing quota.  The free base conversion ratio of the hydrochloride is 0.89.
Compound: Lysergic acid 2,4-dimethylazetidide
SMILES: O=C(N1[C@H](C[C@@H]1C)C)[C@@H]2C=C3c4c5c([nH]cc5C[C@H]3N(C2)C)ccc4
InChIKey: DUKNIHFTDAXJON-CTQRGLTFSA-N
Synonyms: Lysergic acid 2,4-dimethylazetidide, 8SWJ525W4R, 470666-31-0, DIAZEDINE, DTXSID201026958, RefChem:1050010, DTXCID801513632, (2S,4S)-1-(((8beta)-9,10-Didehydro-6-methylergolin-8-yl)carbonyl)-2,4-dimethylazetidine, UNII-8SWJ525W4R, LSZ, LSZ (D-tartrate) (solution), LA-SS-AZ, SCHEMBL20970898, AKOS040752700, LYSERGIC ACID 2,4-DIMETHYLAZETIDIDE, (S,S)-(+)-, [(6aR,9R)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinolin-9-yl]-[(2S,4S)-2,4-dimethylazetidin-1-yl]methanone, AZETIDINE, 1-(((8.BETA.)-9,10-DIDEHYDRO-6-METHYLERGOLIN-8-YL)CARBONYL)-2,4-DIMETHYL-, (2S,4S)-
Theoretical properties:
molecular_formula: C21H25N3O
molecular_weight: 335.4 g/mol
exact_mass: 335.199762429 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 1
heavy_atom_count: 25
topological_polar_surface_area: 39.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: LSZ, also known as lysergic acid 2,4-dimethylazetidide or as LA-Azetidide (LA-Az), is a psychedelic drug of the lysergamide family related to lysergic acid diethylamide (LSD). It is taken orally.
The drug acts as a non-selective serotonin receptor agonist, including of the serotonin 5-HT2A receptor. It also interacts with dopamine receptors. The compound is a close analogue of LSD that has been modified at the amide to be more rigid and to have three diastereomers. LA-SS-Az, the (S,S)- isomer, is the most potent and similar isomer to LSD, and is the typically employed form of LSZ. LA-SS-Az and the other isomers of LSZ produce psychedelic-like effects in animals.
LSZ was first described in the scientific literature by David E. Nichols and colleagues in 2002. It was developed as a tool for studying psychedelic interactions with the serotonin 5-HT2A receptor and followed the earlier unstable compound LA-Aziridine developed by Nichols and Robert Oberlender. LSZ, under the name "diazedine", may have been produced on a small scale by the LSD manufacturers William Leonard Pickard and Gordon Todd Skinner around the year 2000. It was first definitely encountered as a novel designer drug in 2013 and then became a popular psychedelic. LSZ is a controlled substance in several European countries.
Compound: Benzylbutylbarbiturate
SMILES: O=C1NC(=O)C(Cc2ccccc2)(CCCC)C(N1)=O
InChIKey: XDNQMQVXDKJOET-UHFFFAOYSA-N
Synonyms: Benzylbutylbarbiturate, 5-Benzyl-5-butylbarbituric acid, BRN 0276564, 9MU2ZSJ2VY, BARBITURIC ACID, 5-BENZYL-5-BUTYL-, DTXSID40217135, 4-24-00-02102 (Beilstein Handbook Reference), 5-BENZYL-5-BUTYL-BARBITURIC ACID, 5-BENZYL-5-N-BUTYLBARBITURIC ACID, 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-butyl-5-(phenylmethyl)-, 5-BUTYL-5-(PHENYLMETHYL)-2,4,6(1H,3H,5H)-PYRIMIDINETRIONE, RefChem:118932, DTXCID40139626, 66941-94-4, 5-benzyl-5-butyl-1,3-diazinane-2,4,6-trione, UNII-9MU2ZSJ2VY, SCHEMBL18344443, SCHEMBL20394107, Q4890818, pyrimidine-2,4,6(1H,3H,5H)-trione, 5-benzyl-5-butyl-
Theoretical properties:
molecular_formula: C15H18N2O3
molecular_weight: 274.31 g/mol
exact_mass: 274.13174244 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 5
heavy_atom_count: 20
topological_polar_surface_area: 75.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: Benzylbutylbarbiturate (5-benzyl-5-n-butylbarbituric acid) is a rare example of a barbiturate designer drug, possibly the only such compound encountered in recent years.
It was confiscated by police in Japan in 2000, and presumably was a product of clandestine manufacture as this compound has never previously been sold as a legal pharmaceutical. As with all designer drugs, this compound was produced in an attempt to circumvent drug laws prohibiting the use of most known barbiturate drugs; however, as the drug laws in many jurisdictions (including Japan) prohibit "any 5,5-disubstituted derivative of barbituric acid", this compound was deemed to be already illegal, despite being a novel compound which had not previously been encountered.
This compound was known from the scientific literature and so was not a new chemical entity.
Compound: Cyclopenta[cd]pentalene
SMILES: C=12C=3C=CC1C=CC2=CC3
InChIKey: CUIAUPQXSDOJAG-UHFFFAOYSA-N
Synonyms: Cyclopenta[cd]pentalene, 187-68-8, DTXSID20541925, Cyclopenta(cd)pentalene, RefChem:1082666, DTXCID70492711, Acepentalene, Cyclopenta[cd]pentalen, Q3604244
Theoretical properties:
molecular_formula: C10H6
molecular_weight: 126.15 g/mol
exact_mass: 126.0469501914 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 0
rotatable_bond_count: 0
heavy_atom_count: 10
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: Acepentalene is a tricyclic anti-aromatic compound. Its molecular formula is C10H6. It consists of three five-membered rings fused across three of the five carbon atoms. The central carbon atom in acepentalene is part of all three rings. There are formally five double bonds in acepentalene, so that the molecule formally contains four double bonds on the exterior, and one double bond from the central carbon to the exterior of the ring system.
The acepentalene dianion, which can be stabilized by two lithium atoms, is more stable. The radical anion is also known.
The dianion was first synthesized by reacting triquinacene with n-butyllithium and potassium tert-amylate (also called potassium t-pentoxide) in hexane solution.
Compound: fenpiverinium
SMILES: O=C(N)C(c1ccccc1)(c2ccccc2)CC[N+]3(CCCCC3)C
InChIKey: QDIYJDPBMZUZEH-UHFFFAOYSA-O
Synonyms: fenpiverinium, Fenpiverinium ion, Fenpiverinium cation, KP2L8LC73B, 258329-46-3, 1-(3-Carbamoyl-3,3-diphenylpropyl)-1-methylpiperidinium, Piperidinium, 1-(4-amino-4-oxo-3,3-diphenylbutyl)-1-methyl-, DTXSID7048376, fenpipramide methobromide, RefChem:140193, DTXCID7028350, 1-(3-carbamoyl-3,3-diphenylpropyl)-1-methylpiperidin-1-ium, Fenpiverinium [WHO-DD], UNII-KP2L8LC73B, NCGC00164621-01, 1-(4-amino-4-oxo-3,3-diphenylbutyl)-1-methylpiperidinium, SCHEMBL1650132, CHEMBL1884833, CHEBI:94773, 4-(1-methylpiperidin-1-ium-1-yl)-2,2-diphenylbutanamide, STL484041, DB13759, NS00007392, AB00698332-05, Q5443572, 4-(1-methyl-1-piperidin-1-iumyl)-2,2-diphenylbutanamide, 1-(4-Amino-4-oxo-3,3-diphenylbutyl)-1-methylpiperidin-1-ium
Theoretical properties:
molecular_formula: C22H29N2O+
molecular_weight: 337.5 g/mol
exact_mass: 337.227988553 g/mol
formal_charge: 1
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 6
heavy_atom_count: 25
topological_polar_surface_area: 43.1 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: 4-(1-methyl-1-piperidin-1-iumyl)-2,2-diphenylbutanamide is a diarylmethane.
chembl: FENPIVERINIUM is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Fenpiverinium is an anticholinergic and antispasmodic compound; it is marketed as a combination drug with pitofenone hydrochloride and either nimesulide or metamizole in Eastern Europe and India to treat smooth muscle spasms and pain.
The combination with metamizole was removed from the market in Lithuania for safety reasons in 2000 and a boxed warning against use by children and adolescents was added in Serbia in 2005.  In 2016 India banned marketing of the combination with nimesulide along with 344 other combination drugs; the order was overturned in December and appealed by the Government in January 2017.
Compound: Bevonium
SMILES: O=C(OCC1[N+](CCCC1)(C)C)C(O)(c2ccccc2)c3ccccc3
InChIKey: UHUMRJKDOOEQIG-UHFFFAOYSA-N
Synonyms: Bevonium, Bevonium cation, Bevonium ion, 33371-53-8, 34B0471E08, DTXSID0048341, 2-(hydroxymethyl)-N,N-dimethylpiperidinium benzilate, RefChem:119577, DTXCID1028316, 2-(((2-hydroxy-2,2-diphenylacetyl)oxy)methyl)-1,1-dimethylpiperidin-1-ium, Bevonum, NCGC00167423-01, UNII-34B0471E08, (1,1-dimethylpiperidin-1-ium-2-yl)methyl 2-hydroxy-2,2-diphenylacetate, BEVONIUM [WHO-DD], SCHEMBL1650540, CHEMBL1882461, CHEBI:135495, DB13542, Q4899696, 2-(HYDROXYMETHYL)-1,1-DIMETHYLPIPERIDINIUM BENZILATE, 2-(Hydroxymethyl)-N,N-dimethylpiperidinium methyl sulfate benzilate, Piperidinium, 2-(((hydroxydiphenylacetyl)oxy)methyl)-1,1-dimethyl-, 2-({[Hydroxydi(phenyl)acetyl]oxy}methyl)-1,1-dimethylpiperidin-1-ium, PIPERIDINIUM, 2-(((2-HYDROXY-2,2-DIPHENYLACETYL)OXY)METHYL)-1,1-DIMETHYL-
Theoretical properties:
molecular_formula: C22H28NO3+
molecular_weight: 354.5 g/mol
exact_mass: 354.20691876 g/mol
formal_charge: 1
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 6
heavy_atom_count: 26
topological_polar_surface_area: 46.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Bevonium is a diarylmethane.
chembl: BEVONIUM is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Bevonium (piribenzil) is an antimuscarinic with antispasmodic and bronchodilating properties.
The compound is commonly used as the methyl sulfate (metilsulfate).