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Aricine

PubChem CID: 251575

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Compound Synonyms Aricine, Heterophylline, 482-91-7, Aricin, Quinovatine, Heterophylline (Rauwolfia), NSC72136, CHEBI:2821, ARICINE [MI], NSC-72136, BUW4ULQ00A, methyl (1S,15S,16S,20S)-7-methoxy-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4(9),5,7,18-pentaene-19-carboxylate, 4-methoxy-6-(3-pyridyl)pyran-2-one, (19.ALPHA.,20.ALPHA.)-16,17-DIDEHYDRO-10-METHOXY-19-METHYLOXAYOHIMBAN-16-CARBOXYLIC ACID METHYL ESTER, AC1L5K58, methyl (1S,15S,16S,20S)-7-methoxy-16-methyl-17-oxa-3,13-diazapentacyclo(11.8.0.02,10.04,9.015,20)henicosa-2(10),4(9),5,7,18-pentaene-19-carboxylate, CHEMBL525626, SCHEMBL17089219, HY-N8720, BDBM50480269, AKOS032948537, FS-9922, DA-48550, CS-0148970, 1,6-dihydroxy-7-methoxy-2-methylanthraquinone, C09037, Q27105835, 16,17-didehydro-10-methoxy-19 alpha-methyloxayohimban-16-carboxylic acid, (19ALPHA,20ALPHA)-16,17-DIDEHYDRO-10-METHOXY-19-METHYLOXAYOHIMBAN-16-CARBOXYLIC ACID METHYL ESTER, (1R)-4b,8Abeta,9,9-tetramethyl-4aalpha,6a-(epoxymethano)decahydronaphthalene-1b,2b,5a,8a-tetrol 1-acetate 2,5-dinicotinate 8-benzoate, (1R)-4b,8Abeta,9,9-tetramethyl-4aalpha,6a-(epoxymethano)decahydronaphthalene-1b,2b,5a,8a-tetrol 1-acetic acid 2,5-dinicotinic acid 8-benzoic acid, (1R)-4beta,8Abeta,9,9-tetramethyl-4aalpha,6alpha-(epoxymethano)decahydronaphthalene-1beta,2beta,5alpha,8alpha-tetrol 1-acetic acid 2,5-dinicotinic acid 8-benzoic acid, Oxayohimban-16-carboxylic acid, 16, 17-didehydro-10-methoxy-19-methyl-, methyl ester, (19.alpha., 20.alpha.)-, Oxayohimban-16-carboxylic acid, 16,17-didehydro-10-methoxy-19-methyl-, methyl ester, (19alpha,20alpha)-(9CI), Oxayohimban-16-carboxylic acid,17-didehydro-10-methoxy-19-methyl-, methyl ester, (19.alpha.,20.alpha.)-
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 63.8
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2CC3C(CCC4C5CCCCC5CC34)CC2C1
Np Classifier Class Corynanthe type, Yohimbine-like alkaloids
Deep Smiles COcccccc6)cCCN[C@H]c6[nH]9))C[C@H][C@@H]C6)[C@H]C)OC=C6C=O)OC
Heavy Atom Count 28.0
Classyfire Class Yohimbine alkaloids
Scaffold Graph Node Level C1CCC2C(C1)NC1C2CCN2CC3COCCC3CC12
Isotope Atom Count 0.0
Molecular Complexity 652.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 4.0
Iupac Name methyl (1S,15S,16S,20S)-7-methoxy-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4(9),5,7,18-pentaene-19-carboxylate
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 2.7
Gsk 4 400 Rule True
Molecular Formula C22H26N2O4
Scaffold Graph Node Bond Level C1=CC2CC3c4[nH]c5ccccc5c4CCN3CC2CO1
Inchi Key DTDADHMBRZKXSC-GKASHWOUSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 3.0
Synonyms aricine, heterophylline
Esol Class Soluble
Functional Groups CN(C)C, COC(=O)C(C)=COC, cOC, c[nH]c
Compound Name Aricine
Exact Mass 382.189
Formal Charge 0.0
Monoisotopic Mass 382.189
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 382.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C22H26N2O4/c1-12-17-10-24-7-6-14-16-8-13(26-2)4-5-19(16)23-21(14)20(24)9-15(17)18(11-28-12)22(25)27-3/h4-5,8,11-12,15,17,20,23H,6-7,9-10H2,1-3H3/t12-,15-,17-,20-/m0/s1
Smiles C[C@H]1[C@@H]2CN3CCC4=C([C@@H]3C[C@@H]2C(=CO1)C(=O)OC)NC5=C4C=C(C=C5)OC
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Tryptophan alkaloids

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