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SMILES CLOGP 2.753 Error level All fragments measured Version 4.51 Formula C16H21NO2 CMR 7.834 Error level High confidence CMR estimate Version 4.51 WLN L66J BO1YQ1MY Activity type ANTI-ARRHYTHMIC, BETA-BLOCKER CARDIAC DEPRESSANT LogP 2.98 Solvent pair Octanol Reference Barbato,F., Caliendo,G., Cappello,B. & Rotonda,M., ''QSAR:RAT.Appr.Des.Bioact.Cpds., Eds. Silipo & Vittoria, Elsevier (1991) p.95 Footnote Other pH(meas) values also given in reference Selected * pH 10.2 LogPstar 2.98 LogP 1.07 Solvent pair Octanol Reference Barbato,F., Caliendo,G., Cappello,B. & Rotonda,M., ''QSAR:RAT.Appr.Des.Bioact.Cpds., Eds. Silipo & Vittoria, Elsevier (1991) p.95 Footnote Other pH(meas) values also given in reference pH 7.4 LogP 3.37 Solvent pair Octanol Reference Manners,C.N. & Payling,D., Fisons, Xenobiot. 19, 1387 (1989) & Private Communication (1986) pH 12.01 LogP 1.18 Solvent pair Octanol Reference Manners,C.N. & Payling,D., Fisons, Xenobiot. 19, 1387 (1989) & Private Communication (1986) Footnote NOT ion-corrected Phosphate buffer pH 7.4 pKa 9.60 Solvent water Reference Manners,C.N. & Payling,D., Fisons, Xenobiot. 19, 1387 (1989) & Private Communication (1986) LogP 3.56 Solvent pair Octanol Reference Davis,S.S. & Elson,G., J. Pharm. Pharmacol., (1974) 26(s), 90P Footnote Ion-corrected pH 4.65 to 7.12 LogP 1.51 Solvent pair Octanol Reference Street,J. & Walsh,A., Eur.J.Pharmacol., 102, 315 (1984) Footnote NOT ion-corrected Phosphate buffer 37 deg C pH 7.4 LogP 1.93 Solvent pair Octanol Reference Shah,M., Audus,K. & Borchardt,R., Pharmaceut.Res., 6, 624 (1989) Footnote Transendothelial assay buffer (carbonate/phosphate,etc) 37 deg C pH 7.4 LogP 3.65 Solvent pair Octanol Reference Cruickshank,J.M., Am. Heart J., (1980) 100, 160 LogP 0.38 Solvent pair Octanol Reference Shameem,M., Imai,T. & Otagiri,M., J.Pharm.Pharmacol., 45, 246 (1993) Footnote NOT ion-corrected Phosphate buffer pH 4.0 LogP 3.18 Solvent pair Octanol Reference Hellenbrecht,D., Lemmer,B., Wiethold,G. & Grobecker,H., N-S. Arch. Pharmacol., (1973) 277, 211 LogP 0.73 Solvent pair Octanol Reference Hellenbrecht,D., Lemmer,B., Wiethold,G. & Grobecker,H., N-S. Arch. Pharmacol., (1973) 277, 211 Footnote NOT ion-corrected pH 7.0 LogP 1.72 Solvent pair Octanol Reference Hellenbrecht,D., Lemmer,B., Wiethold,G. & Grobecker,H., N-S. Arch. Pharmacol., (1973) 277, 211 Footnote NOT ion-corrected Phosphate buffer pH 8.0 LogP 3.09 Solvent pair Octanol Reference Zaagsma,J. & Nauta,W.T., J. Med. Chem., (1974) 17, 507 Footnote Ion-corrected Phosphate buffer pH 7.4 LogP 3.62 Solvent pair Octanol Reference Farraj,N.F., Davis,S.S., Parr,G.D. & Stevens,H.N.E., Int. J. Pharmaceut., (1988) 46, 231 Footnote Filter probe analysis pH 5 TO 8 LogP 3.47 Solvent pair Octanol Reference Avdeef,A., STAN, 2, 93, (1995) Footnote By two-phase titration LogP 3.37 Solvent pair Octanol Reference Recanatini,M., Private Communication (1988) LogP 1.17 Solvent pair Octanol Reference Zaagsma,J. & Nauta,W.T., J. Med. Chem., (1974) 17, 507 Footnote NOT ion-corrected Phosphate buffer pH 7.4 LogP 1.22 Solvent pair Octanol Reference Kaiser,C., Oh,H-J., Garcia-Slanga,B.J., Sulpizio,A.C., Hieble,J.P., Wawro,J.E. & Kruse,L.I., J. Med. Chem., (1986) 29, 2381 Footnote NOT ion-corrected Phosphate buffer pH 7.4 LogP 0.73 Solvent pair Octanol Reference Walter,K. & Kurz,H., J. Pharm. Pharmacol., (1988) 40, 689 Footnote NOT ion-corrected Phosphate buffer pH 7.0 LogP 1.08 Solvent pair Octanol Reference Rauls,D.O. & Baker,J.K., J. Med. Chem., (1979) 22, 81 Footnote NOT ion-corrected Phosphate buffer pH 7.0 LogP 3.14 Solvent pair Octanol Reference Lullmann,H. & Wehling,M., Biochem. Pharmacol., (1979) 28, 3409 pKa 9.60 Reference Lullmann,H. & Wehling,M., Biochem. Pharmacol., (1979) 28, 3409 LogP 1.41 Solvent pair Octanol Reference Lullmann,H. & Wehling,M., Biochem. Pharmacol., (1979) 28, 3409 Footnote NOT ion-corrected Phosphate buffer pH 7.4 LogP 3.39 Solvent pair Octanol Reference Wang,P.-H. & Lien,E.J., J. Pharm. Sci., (1980) 69, 662 pKa 9.45 Reference Wang,P.-H. & Lien,E.J., J. Pharm. Sci., (1980) 69, 662 LogP 1.33 Solvent pair Octanol Reference Wang,P.-H. & Lien,E.J., J. Pharm. Sci., (1980) 69, 662 Footnote Tris buffer pH 7.4 LogP 1.25 Solvent pair Octanol Reference Oatis Jr.,J.E., Russell,M.P., Knapp,D.R. & Walle,T., J. Med. Chem., (1981) 24, 309 Footnote NOT ion-corrected Phosphate buffer pH 7.4 LogP 1.13 Solvent pair Octanol Reference Nieder,M., Strosser,W. & Kappler,J., Arzneim. Forsch., (1987) 37, 549 Footnote NOT ion-corrected 37 deg C pH 7.4 LogP 3.56 Solvent pair Octanol Reference Davis,S.S., Elson,G., Tomlinson,E., Harrison,G. & Dearden,J.C., Chem. Ind., (1976) 21, 677 Footnote For neutral solute AKUFVE analysis LogP 1.21 Solvent pair Octanol Reference Sada,H. & Ban,T., Experienta, (1981) 37, 171 Footnote NOT ion-corrected Phosphate buffer pH 7.4 LogP 1.31 Solvent pair Octanol Reference Woods,P.B. & Robinson,M.L., J. Pharm. Pharmacol., (1981) 33, 172 Footnote NOT ion-corrected Phosphate buffer 37 deg C pH 7.4 LogP 0.73 Solvent pair Octanol Reference Woods,P.B. & Robinson,M.L., J. Pharm. Pharmacol., (1981) 33, 172 Footnote NOT ion-corrected pH 7.0 LogP 1.18 Solvent pair Octanol Reference Russell,M.P., Privitera,P.J., Walle,T., Peet,N.P., Halushka,P.V. & Gaffney,T.E., J. Pharmacol. Exper. Therap., (1981) 219, 685 Footnote NOT ion-corrected Phosphate buffer pH 7.4 LogP 1.03 Solvent pair Octanol Reference Dax,E.M. & Partilla,J.S., Mol. Pharmacol., (1982) 22, 5 Footnote NOT ion-corrected Phosphate or Ringer buffer pH 7.5 LogP 1.11 Solvent pair Octanol Reference Dax,E.M. & Partilla,J.S., Mol. Pharmacol., (1982) 22, 5 Footnote NOT ion-corrected Phosphate or Ringer buffer pH 7.5 LogP -0.45 Solvent pair Octanol Reference Schaeffer,J., UCLA Dept. Pharmacology, Private Communication pH 2.0 Comment As hydrochloride LogP 1.28 Solvent pair Octanol Reference Pardridge,W., Sakiyama,R. & Fierer,G., Am.J.Physiol., 247, R582 (1984) Footnote NOT ion-corrected Ringer's solution (pH 7.4) pH 7.4 LogP 0.93 Solvent pair Octanol Reference Facino,R.M. & Lanzani,R., Pharm. Res. Commun., (1979) 11, 433 Footnote NOT ion-corrected Phosphate buffer pH 7.4 pKa 9.23 Reference Schoenwald,R.D. & Huang,H-S., J. Pharm. Sci., (1983) 72, 1266 LogP 3.21 Solvent pair Octanol Reference Schoenwald,R.D. & Huang,H-S., J. Pharm. Sci., (1983) 72, 1266 Footnote Ion-corrected Phosphate buffer pH 7.4 LogP 1.42 Solvent pair Octanol Reference Ros,F.E., Innemee,H.C. & Van Zwieten,P.A., Docum. Ophthalmol., (1979) 48, 291 Footnote NOT ion-corrected Phosphate buffer pH 7.4 LogP 1.25 Solvent pair Octanol Reference Grass,G.M. & Robinson,J.R., J. Pharm. Sci., (1984) 73, 1021 Footnote NOT ion-corrected Phosphate buffer pH 7.4 LogP 1.26 Solvent pair Octanol Reference Herbette,L.G., Chester,D.W. & Rhodes,D.G., Biophys. J., (1986) 49, 91 pH 7.2 LogP 1.49 Solvent pair Octanol Reference Betageri,G.V. & Rogers,J.A., Int. J. Pharmaceut., (1988) 46, 95 Footnote NOT ion-corrected Phosphate buffer 37 deg C pH 7.4 LogP 3.54 Solvent pair Octanol Reference Betageri,G.V. & Rogers,J.A., Int. J. Pharmaceut., (1988) 46, 95 Footnote Ion-corrected Phosphate buffer 37 deg C pH 7.4 LogP 3.41 Solvent pair Octanol Reference Clarke,F.H. & Cahoon,N.M., J. Pharm. Sci., (1987) 76, 611 Footnote Ion-corrected LogP 1.15 Solvent pair Octanol Reference Clarke,F.H. & Cahoon,N.M., J. Pharm. Sci., (1987) 76, 611 Footnote NOT ion-corrected pH 7.4 LogP 3.30 Solvent pair Octanol Reference Clarke, F. & Cahoon, N., J. Pharm. Sci., 85, 178 (1996) Footnote By two-phase titration LogP 1.20 Solvent pair Octanol Reference Clarke, F. & Cahoon, N., J. Pharm. Sci., 85, 178 (1996) Footnote NOT ion-corrected pH 7.4 LogP 1.18 Solvent pair Octanol Reference Nosal,R., Drabikova,K., Pecivova,J. & Ondrias,K., Agents & Actions, (1989) 27, 36 Footnote NOT ion-corrected 37 deg C LogP 1.17 Solvent pair Octanol Reference Mannhold,R., Dross,K.P. & Rekker,R.F., Quant. Struct.-Act. Relat., (1990) 9, 21 Footnote NOT ion-corrected Phosphate buffer pH 7.4 LogP 1.28 Solvent pair Octanol Reference Hinderling,P.H., Schmidlin,O. & Seydel,J.K., J. Pharmacokin. Biopharmaceut., (1984) 12, 263 Footnote NOT ion-corrected Phosphate buffer HPLC-octanol column pH 7.4 LogP 1.26 Solvent pair Octanol Reference Mason,R.P., Rhodes,D.G. & Herbette,L.G., J. Med. Chem., (1991) 34, 869 Footnote NOT ion-corrected pH 7.2 LogP 1.54 Solvent pair Octanol Reference Tavakoli-Saberi,M. & Audus,K., Int.J.Pharmaceut.,56, 135 (1989) Footnote NOT ion-corrected Phosphate buffer 37 deg C pH 7.4 LogP 1.32 Solvent pair Octanol Reference Ferrari,S., Leemann,T. & Dayer, P., Life Sci., 48, 2259 (1991) Footnote NOT ion-corrected 37 deg C pH 7.4 LogP 3.22 Solvent pair Octanol Reference Mauleon,D., Pujol,M. & Rosell,G., Eur.J.Med.Chem., 23, 421 (1988) Footnote Ion corrected from pKas extrapolated from 50%methanol pH 7.0 LogP 0.79 Solvent pair Octanol Reference Mauleon,D., Pujol,M. & Rosell,G., Eur.J.Med.Chem., 23, 421 (1988) Footnote NOT ion-corrected Phosphate buffer pH 7.0 LogP 3.35 Solvent pair Octanol Reference Slater,B., McCormack,A., Avdeef,A. & Comer,J., J.Pharm.Sci., 83, 1280 (1994) Footnote By two-phase titration LogP 0.62 Solvent pair Octanol Reference Slater,B., McCormack,A., Avdeef,A. & Comer,J., J.Pharm.Sci., 83, 1280 (1994) Footnote NOT ion-corrected By two-phase titration LogP 1.07 Solvent pair Octanol Reference Kaliszan,R., Nasal,A. and Bucinski,A., Eur.J.Med.Chem., 29, 163 (1994) Footnote NOT ion-corrected HPLC-IAM (immobilized artificial membrane) pH 7.0 LogP 1.21 Solvent pair Octanol Reference Smith,D., Jones,B. & Walker, D., Medic.Res.Rev., 16, 243 (1996) Footnote NOT ion-corrected pH 7.4 LogP -0.64 Solvent pair Cyclohexane Reference Smith,D., Jones,B. & Walker, D., Medic.Res.Rev., 16, 243 (1996) Footnote NOT ion-corrected pH 7.4 LogP 0.55 Solvent pair CHCl3 Reference Danielsson,L., Nord,L. & Yu-Hui,Z., J.Pharm.Biomed.Analysis, 10, 405 (1992) Footnote NOT ion-corrected Phosphate buffer pH 6.0 pKa 9.13 Solvent methanol/water: 50/50 v/v Reference Mauleon,D., Pujol,M. & Rosell,G., Eur.J.Med.Chem., 23, 421 (1988) at Temp, C 25 LogP 2.62 Solvent pair Dimyristoyl lecithin liposomes Reference Betageri,G.V. & Rogers,J.A., Int. J. Pharmaceut., (1988) 46, 95 Footnote NOT ion-corrected Phosphate buffer 37 deg C pH 7.4 LogP 0.58 Solvent pair Fat (pig, fish, etc.) Reference Kadir,F., Zuidema,J., Pijpers,A., Vulto,A. & Verheijden,J.H.M., Int. J. Pharmaceut., (1990) 64, 171 Footnote NOT ion-corrected Phosphate buffer pH 7.4 LogP 1.52 Solvent pair Lecithin:Cholesterol (1/1 Mixt.) Reference Betageri,G.V. & Rogers,J.A., Int. J. Pharmaceut., (1988) 46, 95 Footnote NOT ion-corrected Phosphate buffer 37 deg C pH 7.4 pKa 9.95 Reference Hachisu,M. & Koeda,T., J. Pharm. Dyn., (1980) 3, 183 LogP 0.13 Solvent pair Diethyl ether Reference Hachisu,M. & Koeda,T., J. Pharm. Dyn., (1980) 3, 183 Footnote NOT ion-corrected Phosphate buffer pH 7.4 LogP 2.46 Solvent pair Diethyl ether Reference Schurmann,W. & Turner,P., J. Pharm. Pharmac., (1978) 30, 137 Footnote Only neutral form present pH 13.0 pKa 9.47 Solvent water Reference Avdeef,A., STAN, 2, 93, (1995) Footnote Preferred Value pKa 9.45 Reference Levy,J.V., Europ. J. Pharmacol., (1968) 2, 250 pKa 9.7 Solvent water Reference Recanatini,M., Univ. Bologna, Private Communication Footnote From log P/pH profile LogP 3.59 Solvent pair CHCl3 Reference Levy,J.V., Europ. J. Pharmacol., (1968) 2, 250 Footnote Ion-corrected Phosphate buffer pH 7.4 LogP 1.03 Solvent pair CHCl3 Reference Wiethold,G., Hellenbrecht,D., Lemmer,B. & Palm,D., Biochem. Pharmacol., (1973) 22, 1437 Footnote NOT ion-corrected Phosphate buffer pH 7.0 LogP 1.03 Solvent pair CHCl3 Reference Harris,W.E. & Stahl,W.L., Biochem. Pharmacol., (1978) 27, 2015 Footnote NOT ion-corrected Phosphate buffer pH 7.0 LogP 2.97 Solvent pair CHCl3 Reference Schurmann,W. & Turner,P., J. Pharm. Pharmac., (1978) 30, 137 Footnote Only neutral form present pH 13.0 LogP 2.70 Solvent pair ClCH2CH2Cl Reference Kontturi,K. & Murtomaki,L., J.Pharm.Sci., 81, 970 (1992) LogP 2.49 Solvent pair Benzene Reference Schurmann,W. & Turner,P., J. Pharm. Pharmac., (1978) 30, 137 Footnote Only neutral form present pH 13.0 LogP 2.23 Solvent pair Toluene Reference Schurmann,W. & Turner,P., J. Pharm. Pharmac., (1978) 30, 137 Footnote Only neutral form present pH 13.0 LogP 2.59 Solvent pair Pentanol,primary Reference Schurmann,W. & Turner,P., J. Pharm. Pharmac., (1978) 30, 137 Footnote Only neutral form present pH 13.0 LogP 0.48 Solvent pair Ethyl acetate Reference Schurmann,W. & Turner,P., J. Pharm. Pharmac., (1978) 30, 137 Footnote Only neutral form present Uncertain or Unreliable pH 13.0 LogP 1.40 Solvent pair Ethyl acetate Reference Van Bree,J.B., De Boer,A.G., Danhof,M., Ginsel,L.A. & Breimer,D.D., J. Pharmacol. Expt. Therap., (1988) 247, 1233 Footnote NOT ion-corrected Phosphate buffer pH 6.8 LogP 1.48 Solvent pair Heptane Reference Schurmann,W. & Turner,P., J. Pharm. Pharmac., (1978) 30, 137 Footnote Only neutral form present pH 13.0 LogP 1.34 Solvent pair Heptane Reference Walter,K. & Kurz,H., J. Pharm. Pharmacol., (1988) 40, 689 Footnote NOT ion-corrected Phosphate buffer pH 7.0 LogP 2.30 Solvent pair Sarcoplasmic reticulum (membrane) Reference Herbette,L.G., Chester,D.W. & Rhodes,D.G., Biophys. J., (1986) 49, 91 LogP 3.08 Solvent pair Sarcoplasmic reticulum (membrane) Reference Mason,R.P., Rhodes,D.G. & Herbette,L.G., J. Med. Chem., (1991) 34, 869 LogP 2.05 Solvent pair 2-octanol Reference Schurmann,W. & Turner,P., J. Pharm. Pharmac., (1978) 30, 137 Footnote Only neutral form present Uncertain or Unreliable pH 13.0 Name PROPRANOLOL Name NSC91523 CAS Number 525-66-6 Name INDERAL WLN L66J BO1YQ1MY -D Activity type ANTI-ADRENERGIC, BETA-RECEPTOR Reference EPA-600/2-81-011 Activity type CARDIAC DEPRESSANT ANTI-ADRENERGIC, BETA-RECEPTOR Name DEXPROPRANOLOL CAS Number 5051-22-9