Cocaine
PubChem CID: 446220
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| Compound Synonyms | cocaine, Benzoylmethylecgonine, Neurocaine, Kokain, L-Cocaine, Cocain, Cocaina, beta-Cocain, (-)-Cocaine, cocainum, Methyl Benzoylecgonine, l-Cocain, Eritroxilina, Erytroxylin, Bernies, Kokayeen, Burese, Corine, Kokan, Dama blanca, Pimp's drug, 1-Cocaine, White girl or lady, Star-spangled powder, Leaf, Snow, Nose candy, Cocaine free base, Cocaine, l-, 50-36-2, Coke, C Carrie, Blow [Street Name], Girl [Street Name], Lady [Street Name], Rock [Street Name], Toot [Street Name], Cecil [Street Name], Flake [Street Name], (r)-(-)-cocaine, Bernice [Street Name], CHEBI:27958, HSDB 6469, Ecgonine, methyl ester, benzoate (ester), Gold dust [Street Name], 2-beta-Carbomethoxy-3-beta-benzoxytropane, Happy dust [Street Name], UNII-I5Y540LHVR, I5Y540LHVR, Bernice, Cholly, Cecil, Girl, 2beta-Carbomethoxy-3beta-benzoxytropane, Happy dust, Gold dust, IDS-NC-004, Star dust, 3-Tropanylbenzoate-2-carboxylic acid methyl ester, Cholly [Street Name], Cocaine [USP:BAN], (1R,2R,3S,5S)-2-Methoxycarbonyltropan-3-yl benzoate, 2-beta-Tropanecarboxylic acid, 3-beta-hydroxy-, methyl ester, benzoate (ester), EINECS 200-032-7, RX0041, Star dust [Street Name], Green gold [Street Name], RX-0041, Happy trails [Street Name], Methyl 3beta-hydroxy-1alphaH,5alphaH-tropane-2beta-carboxylate benzoate (ester), Jam, DTXSID2038443, Crack cocaine, 2-Methyl-3beta-hydroxy-1alphaH,5alphaH-tropane-2beta-carboxylate benzoate (ester), 3beta-Hydroxy-1alphaH,5alphaH-tropane-2beta-carboxylic acid methyl ester benzoate, 1-alpha-H,5-alpha-H-Tropane-2-beta-carboxylic acid, 3-beta-hydroxy-, methyl ester, benzoate, 3-(Benzoyloxy)-8-methyl-8-azabicyclo-(3.2.1)octane-2-carboxylic acid methyl ether, methyl (1R,2R,3S,5S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate, Methyl 3-beta-hydroxy-1-alpha-H,5-alpha-H-tropane-2-beta-carboxylate benzoate (ester), Blow (Street Name), Girl (Street Name), Lady (Street Name), Rock (Street Name), Toot (Street Name), Ecgonine methyl ester benzoate (ester), Cecil (Street Name), COC, Flake (Street Name), (1R,2R,3S,5S)-2-(methoxycarbonyl)tropan-3-yl benzoate, Cholly (Street Name), Cocaine (USP:BAN), Bernice (Street Name), Crack, Flake, Blow, Lady, Toot, Happy trails, COCAINE (MART.), COCAINE [MART.], Green gold, Gold dust (Street Name), Star dust (Street Name), 3beta-Hydroxy-2beta-tropanecarboxylic acid methyl ester benzoate (ester), 8-Azabicyclo(3.2.1)octane-2-carboxylic acid, 3-(benzoyloxy)-8-methyl-, methyl ester, (1R-(exo,exo))-, Green gold (Street Name), Happy dust (Street Name), Happy trails (Street Name), methyl [1R-(exo,exo)]-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate, C' Carrie, COCAINE (USP MONOGRAPH), COCAINE [USP MONOGRAPH], Sleighride, Badrock, Bazooka, Blizzard, Cabello, Charlie, Cocktail, Goofball, Moonrocks, Blast, Candy, Caviar, Freeze, Heaven, Snort, Trails, Coca, Cola, Hell, Toke, Yeyo, beta-Cocaine, Bouncing Powder, Chicken Scratch, Happy powder, Florida Snow, Sweet Stuff, Prime Time, Foo Foo, Kibbles n' Bits, Snow (birds), G-Rock, [1R-(exo,exo)]-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid, methyl ester, METHYL (1R,2R,3S,5S)-3-(BENZOYLOXY)-8-METHYL-8-AZABICYCLO(3.2.1) OCTANE-2-CARBOXYLATE, methyl (1R,2R,3S,5S)-8-methyl-3-[(phenylcarbonyl)oxy]-8-azabicyclo[3.2.1]octane-2-carboxylate, Ecgonine methyl ester benzoate, Line, methyl (1R,2R,3S,5S)-3-(benzoyloxy)-8-methyl-8-azabicyclo(3.2.1)octane-2-carboxylate, methyl (1R-(exo,exo))-3-(benzoyloxy)-8-methyl-8-azabicyclo(3.2.1)octane-2-carboxylate, (1R-(exo,exo))-3-(benzoyloxy)-8-methyl-8-azabicyclo(3.2.1)octane-2-carboxylic acid, methyl ester, Cocaine (-), 1i7z, COCAINE [VANDF], COCAINUM [HPUS], COCAINE [HSDB], COCAINE [MI], COCAINE [WHO-DD], Epitope ID:158626, SCHEMBL21930, CHEMBL370805, GTPL2286, DEA No. 9041, BDBM22418, Cocaine, 1mg/ml in Acetonitrile, 1q72, DTXCID501030562, Cocaine 0.1 mg/ml in Acetonitrile, Cocaine 1.0 mg/ml in Acetonitrile, L-Cocaine (1.0 mg/ml in Methanol), AKOS015965554, DB00907, FC111889, NS00000403, C01416, Q41576, [1R-(exo,exo)]-3-(Benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic Acid, 3.BETA.-HYDROXY-2.BETA.-TROPANECARBOXYLIC ACID METHYL ESTER BENZOATE (ESTER), methyl (1R,2R,3S,5S)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate, METHYL 3B-HYDROXY-1.ALPHA.H,5.ALPHA.H-TROPANE-2.BETA.-CARBOXYLATE BENZOATE (ESTER), METHYL 3B-HYDROXY-1alphaH,5alphaH-TROPANE-2beta-CARBOXYLATE BENZOATE (ESTER), 1-alpha-H,5-alpha-H-Tropane-2-beta-carboxylic acid, 3-beta-hydroxy-, methyl ester, benzoate (ester) (8CI), 200-032-7, 8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-(benzoyloxy)-8-methyl-, methyl ester, (1R,2R,3S,5S)- (9CI) |
|---|---|
| Ghose Rule | True |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 55.8 |
| Hydrogen Bond Donor Count | 0.0 |
| Pfizer 3 75 Rule | False |
| Scaffold Graph Level | CC(CC1CC2CCC(C2)C1)C1CCCCC1 |
| Np Classifier Class | Tropane alkaloids |
| Deep Smiles | COC=O)[C@H][C@H]C[C@H]N[C@@H]6CC5)))C))))OC=O)cccccc6 |
| Heavy Atom Count | 22.0 |
| Classyfire Class | Benzene and substituted derivatives |
| Scaffold Graph Node Level | OC(OC1CC2CCC(C1)N2)C1CCCCC1 |
| Classyfire Subclass | Benzoic acids and derivatives |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 432.0 |
| Database Name | cmaup_ingredients;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 4.0 |
| Uniprot Id | P23141, O00748, P08684, P11712, P10635, P20815, P24462, P10632, P23975, P31645, Q01959, O15244, Q14524, Q9Y5Y9, Q9UI33, P11229, P08172, P23977, Q99720, P31652, Q9WTR4, Q9GJT6, Q9R1M7, Q12809, P27922, Q9NY46, Q16445, P08482, Q63380, n.a., Q61327 |
| Iupac Name | methyl (1R,2R,3S,5S)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate |
| Prediction Hob | 1.0 |
| Class | Benzene and substituted derivatives |
| Veber Rule | True |
| Classyfire Superclass | Benzenoids |
| Target Id | NPT246, NPT296, NPT295, NPT228, NPT98 |
| Xlogp | 2.3 |
| Superclass | Benzenoids |
| Subclass | Benzoic acids and derivatives |
| Gsk 4 400 Rule | True |
| Molecular Formula | C17H21NO4 |
| Scaffold Graph Node Bond Level | O=C(OC1CC2CCC(C1)N2)c1ccccc1 |
| Prediction Swissadme | 1.0 |
| Inchi Key | ZPUCINDJVBIVPJ-LJISPDSOSA-N |
| Silicos It Class | Soluble |
| Fcsp3 | 0.5294117647058824 |
| Logs | -2.851 |
| Rotatable Bond Count | 5.0 |
| State | Solid |
| Logd | 1.518 |
| Synonyms | (-)-Cocaine, 2-Methyl-3beta-hydroxy-1alphah,5alphah-tropane-2beta-carboxylate benzoate (ester), [1R-(exo,exo)]-3-(Benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid, methyl ester, Benzoylmethylecgonine, beta-Cocain, Cocain, Cocaina, Cocainum, Kokain, L-Cocain, L-Cocaine, Methyl [1R-(exo,exo)]-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate, Methyl benzoylecgonine, Neurocaine, 2-Methyl-3b-hydroxy-1alphah,5alphah-tropane-2b-carboxylate benzoate (ester), 2-Methyl-3b-hydroxy-1alphah,5alphah-tropane-2b-carboxylic acid benzoic acid (ester), 2-Methyl-3beta-hydroxy-1alphah,5alphah-tropane-2beta-carboxylic acid benzoic acid (ester), 2-Methyl-3β-hydroxy-1alphah,5alphah-tropane-2β-carboxylate benzoate (ester), 2-Methyl-3β-hydroxy-1alphah,5alphah-tropane-2β-carboxylic acid benzoic acid (ester), [1R-(exo,exo)]-3-(Benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate, methyl ester, b-Cocain, Β-cocain, Methyl [1R-(exo,exo)]-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid, (−)-cocaine, Cocaine HCL, Hydrochloride, cocaine, Cocaine hydrochloride, HCL, Cocaine, beta-cocaine, cocaine, corine |
| Esol Class | Soluble |
| Functional Groups | CN(C)C, COC(C)=O, cC(=O)OC |
| Compound Name | Cocaine |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 1.0 |
| Exact Mass | 303.147 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 303.147 |
| Hydrogen Bond Acceptor Count | 5.0 |
| Molecular Weight | 303.35 |
| Gi Absorption | True |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 4.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Lipinski Rule Of 5 | True |
| Esol | -3.047887381818182 |
| Inchi | InChI=1S/C17H21NO4/c1-18-12-8-9-13(18)15(17(20)21-2)14(10-12)22-16(19)11-6-4-3-5-7-11/h3-7,12-15H,8-10H2,1-2H3/t12-,13+,14-,15+/m0/s1 |
| Smiles | CN1[C@H]2CC[C@@H]1[C@H]([C@H](C2)OC(=O)C3=CC=CC=C3)C(=O)OC |
| Nring | 3.0 |
| Np Classifier Biosynthetic Pathway | Alkaloids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | True |
| Taxonomy Direct Parent | Benzoic acid esters |
| Np Classifier Superclass | Ornithine alkaloids |
- 1. Outgoing r'ship
FOUND_INto/from Erythroxylum Coca (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 2. Outgoing r'ship
FOUND_INto/from Erythroxylum Cuneatum (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279 - 3. Outgoing r'ship
FOUND_INto/from Erythroxylum Monogynum (Plant) Rel Props:Reference:ISBN:9788172361266 - 4. Outgoing r'ship
FOUND_INto/from Tiliacora Racemosa (Plant) Rel Props:Reference:ISBN:9788172363130; ISBN:9788185042053