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1 hit(s) found in 0.09 seconds
Search term: OROGSEYTTFOCAN-UHFFFAOYAI
Found by InChIKey (full match)
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ChemSpider ID: |
2726
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Empirical Formula: |
C18H21NO3
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Molecular Weight: |
299.3642
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Nominal Mass: |
299
Da
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Average Mass: |
299.3642
Da
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Monoisotopic Mass: |
299.152144
Da
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Systematic Name: |
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SMILES: |
OC2\C=C/C5C4N(CCC51c3c(OC12)c(OC)ccc3C4)C
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InChI: |
InChI=1/C18H21NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3-6,11-13,17,20H,7-9H2,1-2H3
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InChIKey: |
OROGSEYTTFOCAN-UHFFFAOYAI
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Std. InChI: |
InChI=1S/C18H21NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3-6,11-13,17,20H,7-9H2,1-2H3
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Std. InChIKey: |
OROGSEYTTFOCAN-UHFFFAOYSA-N
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Links & References
We have collated literature data for 99 diverse hERG inhibitors to generate Kohonen maps, Sammon maps, and recursive partitioning models. Our aim was to investigate whether these computational models could be used either individually or together in a consensus approach to predict the binding of a prospectively selected test set of 35 diverse molecules and at the same time to offer further insights into hERG inhibition. The recursive partitioning model provided a quantitative prediction, which was markedly improved when Tanimoto similarity was included as a filter to remove molecules from the test set that were too dissimilar to the training set (r2 = 0.83, Spearman rho = 0.75, p = 0.0003 for the 18 remaining molecules, >0.77 similarity).The datasets can be downloaded from the WSAR world pages: http://www.qsarworld.com/qsar-datasets-ekins.php
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275 drugs and their human oral bioavalability values have been given in the supplementary material of the paper. These values have in turn been taken from Goodman & Gilman's The Pharmacological Basis of Therapeutics, VIII and X Editions. The datasets are available from the QSAR World pages: http://www.qsarworld.com/qsar-datasets-veber.php
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This URL links to the dataset on QSAR world
Compounds and their property with respect to crossing of the "Blood-Brain Barrier" (BBB) have been given in the paper.
In all 80 compounds with their BBB permabilty have been given in the files provided here. 45 "Cross" the BBB while 35 "Do Not Cross" the BBB
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Igor V. Tetko, Vsevolod Yu. Tanchuk, Tamara N. Kasheva, and Alessandro E. P. Villa.
Estimation of Aqueous Solubility of Chemical Compounds Using E-State Indices, J. Chem. Inf. Comput. Sci., 2001, 41 (6), pp 1488–1493
The molecular weight and electrotopological E-state indices were used to estimate by Artificial Neural Networks aqueous solubility for a diverse set of 1291 organic compounds. The neural network with 33-4-1 neurons provided highly predictive results with r2 = 0.91 and RMS = 0.62.
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Franco Lombardo, R. Scott Obach, Marina Y. Shalaeva, and Feng Gao.
Prediction of Human Volume of Distribution Values for Neutral and Basic Drugs. 2. Extended Data Set and Leave-Class-Out Statistics, J. Med. Chem., 2004, 47(5), 1242-1250
In all, 120 compounds, their VDss (volume-of-distribution in steady-state) Fu (fraction unbound in human plasma) values have been given. The same have been provided here in .sdf and .txt files.
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users,
Redirected by Users, Redirect Approved by Experts
3-methoxy-17-methyl-7,8-didehydro-4,5-epoxymorphinan-6-ol
morphinan-6-ol, 7,8-didehydro-4,5-epoxy-3-methoxy-17-methyl-
76-57-3
[RN]
More...
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ACD/LogP: |
1.20
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# of Rule of 5 Violations: |
0
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ACD/LogD (pH 5.5): |
-1.41
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ACD/LogD (pH 7.4): |
0.27
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ACD/BCF (pH 5.5): |
1
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ACD/BCF (pH 7.4): |
1
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ACD/KOC (pH 5.5): |
1
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ACD/KOC (pH 7.4): |
12.48
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#H bond acceptors: |
4
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#H bond donors: |
1
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#Freely Rotating Bonds: |
2
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Polar Surface Area: |
30.93
Å2
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Index of Refraction: |
1.666
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Molar Refractivity: |
82.85
cm3
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Molar Volume: |
222.6
cm3
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Polarizability: |
32.84
10-24cm3
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Surface Tension: |
60.5
dyne/cm
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Density: |
1.34
g/cm3
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Flash Point: |
233.2
°C
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Enthalpy of Vaporization: |
76.18
kJ/mol
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Boiling Point: |
462
°C at 760 mmHg
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Vapour Pressure: |
2.47E-09
mmHg at 25°C
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Log Octanol-Water Partition Coef (SRC):
Log Kow (KOWWIN v1.67 estimate) = 1.28
Log Kow (Exper. database match) = 1.19
Exper. Ref: Avdeef,A et al. (1996)
Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
Boiling Pt (deg C): 405.72 (Adapted Stein & Brown method)
Melting Pt (deg C): 168.56 (Mean or Weighted MP)
VP(mm Hg,25 deg C): 1.91E-010 (Modified Grain method)
MP (exp database): 280 deg C
BP (exp database): 250 @ 22 mm Hg deg C
Subcooled liquid VP: 1.26E-007 mm Hg (25 deg C, Mod-Grain method)
Water Solubility Estimate from Log Kow (WSKOW v1.41):
Water Solubility at 25 deg C (mg/L): 1.215e+004
log Kow used: 1.19 (expkow database)
no-melting pt equation used
Water Sol (Exper. database match) = 9000 mg/L (20 deg C)
Exper. Ref: YALKOWSKY,SH & DANNENFELSER,RM (1992)
Water Sol (Exper. database match) = 3.39e+004 mg/L (16 deg C)
Exper. Ref: STEPHEN,H & STEPHEN,T (1963)
Water Sol Estimate from Fragments:
Wat Sol (v1.01 est) = 151.72 mg/L
Wat Sol (Exper. database match) = 9000.00
Exper. Ref: YALKOWSKY,SH & DANNENFELSER,RM (1992)
Wat Sol (Exper. database match) = 33900.00
Exper. Ref: STEPHEN,H & STEPHEN,T (1963)
ECOSAR Class Program (ECOSAR v0.99h):
Class(es) found:
Aliphatic Amines
Vinyl/Allyl Alcohols
Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
Bond Method : 7.58E-014 atm-m3/mole
Group Method: Incomplete
Henrys LC [VP/WSol estimate using EPI values]: 6.192E-015 atm-m3/mole
Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
Log Kow used: 1.19 (exp database)
Log Kaw used: -11.509 (HenryWin est)
Log Koa (KOAWIN v1.10 estimate): 12.699
Log Koa (experimental database): None
Probability of Rapid Biodegradation (BIOWIN v4.10):
Biowin1 (Linear Model) : 0.6931
Biowin2 (Non-Linear Model) : 0.7316
Expert Survey Biodegradation Results:
Biowin3 (Ultimate Survey Model): 2.0396 (months )
Biowin4 (Primary Survey Model) : 3.1895 (weeks )
MITI Biodegradation Probability:
Biowin5 (MITI Linear Model) : 0.4191
Biowin6 (MITI Non-Linear Model): 0.0606
Anaerobic Biodegradation Probability:
Biowin7 (Anaerobic Linear Model): -0.7853
Ready Biodegradability Prediction: NO
Hydrocarbon Biodegradation (BioHCwin v1.01):
Structure incompatible with current estimation method!
Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
Vapor pressure (liquid/subcooled): 1.68E-005 Pa (1.26E-007 mm Hg)
Log Koa (Koawin est ): 12.699
Kp (particle/gas partition coef. (m3/ug)):
Mackay model : 0.179
Octanol/air (Koa) model: 1.23
Fraction sorbed to airborne particulates (phi):
Junge-Pankow model : 0.866
Mackay model : 0.935
Octanol/air (Koa) model: 0.99
Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
Hydroxyl Radicals Reaction:
OVERALL OH Rate Constant = 243.3709 E-12 cm3/molecule-sec
Half-Life = 0.044 Days (12-hr day; 1.5E6 OH/cm3)
Half-Life = 0.527 Hrs
Ozone Reaction:
OVERALL Ozone Rate Constant = 20.000000 E-17 cm3/molecule-sec
Half-Life = 0.057 Days (at 7E11 mol/cm3)
Half-Life = 1.375 Hrs
Fraction sorbed to airborne particulates (phi): 0.9 (Junge,Mackay)
Note: the sorbed fraction may be resistant to atmospheric oxidation
Soil Adsorption Coefficient (PCKOCWIN v1.66):
Koc : 1305
Log Koc: 3.115
Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
Rate constants can NOT be estimated for this structure!
Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
Log BCF from regression-based method = 0.216 (BCF = 1.646)
log Kow used: 1.19 (expkow database)
Volatilization from Water:
Henry LC: 7.58E-014 atm-m3/mole (estimated by Bond SAR Method)
Half-Life from Model River: 1.336E+010 hours (5.568E+008 days)
Half-Life from Model Lake : 1.458E+011 hours (6.075E+009 days)
Removal In Wastewater Treatment:
Total removal: 1.91 percent
Total biodegradation: 0.09 percent
Total sludge adsorption: 1.82 percent
Total to Air: 0.00 percent
(using 10000 hr Bio P,A,S)
Level III Fugacity Model:
Mass Amount Half-Life Emissions
(percent) (hr) (kg/hr)
Air 0.000138 0.597 1000
Water 40.6 1.44e+003 1000
Soil 59.3 2.88e+003 1000
Sediment 0.0912 1.3e+004 0
Persistence Time: 1.34e+003 hr
Descriptors:
0, 0, 0, 0, 0, 0, 0, 5, 0, 0, 1, 2, 5, 2, 11, 2, 6, 0, 0, 0, 2, 0, 0, 0
| Category | Target | PDB Code | LASSO Score |
| Nuclear Hormone Receptors | PPARg, peroxisome proliferator activated receptor | 1fm9 | 0.03 |
| Kinases | PDGFrb, platelet derived growth factor receptor kinase | N/A | 0.02 |
| Kinases | SRC, tyrosine kinase SRC | 2src | 0.01 |
| Other Enzymes | HMGR, hydroxymethylglutaryl-CoA reductase | 1hw8 | 0.01 |
| Other Enzymes | HIVPR, HIV protease | 1hpx | 0.01 |
| Kinases | HSP90, human heat shock protein 90 | 1uy6 | 0.01 |
| Metalloenzymes | PDE5, phosphodiesterase 5 | 1xp0 | 0.01 |
| Nuclear Hormone Receptors | MR, mineralocorticoid receptor | 2aa2 | 0.01 |
| Other Enzymes | PARP, poly(ADP-ribose) polymerase | 1efy | 0.01 |
| Other Enzymes | PNP, purine nucleoside phosphorylase | 1b8o | 0.00 |
| Other Enzymes | AmpC, AmpC beta-lactamase | 1xgj | 0.00 |
| Serine Proteases | Thrombin | 1ba8 | 0.00 |
| Nuclear Hormone Receptors | ER, estrogen receptor; agonist | 1l2i | 0.00 |
| Kinases | TK, thymidine kinase | 1kim | 0.00 |
| Nuclear Hormone Receptors | PR, progesterone receptor | 1sr7 | 0.00 |
| Folate Enzymes | DHFR, dihydrofolate reductase | 3dfr | 0.00 |
| Other Enzymes | GPB, glycogen phosphorylase | 1a8i | 0.00 |
| Folate Enzymes | GART, glycinamide ribonucleotide transformylase | 1c2t | 0.00 |
| Kinases | VEGFr2, vascular endothelial growth factor receptor | 1vr2 | 0.00 |
| Metalloenzymes | ACE, angiotensin-converting enzyme | 1o86 | 0.00 |
| Kinases | FGFr1, fibroblast growth factor receptor kinase | 1agw | 0.00 |
| Other Enzymes | InhA, enoyl ACP reductase | 1p44 | 0.00 |
| Other Enzymes | SAHH, S-adenosyl-homocysteine hydrolase | 1a7a | 0.00 |
| Nuclear Hormone Receptors | RXRa, retinoic X receptor R | 1mvc | 0.00 |
| Metalloenzymes | ADA, adenosine deaminase | 1stw | 0.00 |
| Other Enzymes | NA, neuraminidase | 1a4g | 0.00 |
| Nuclear Hormone Receptors | AR, androgen receptor | 1xq2 | 0.00 |
| Other Enzymes | HIVRT, HIV reverse transcriptase | 1rt1 | 0.00 |
| Other Enzymes | AChE, acetylcholinesterase | 1eve | 0.00 |
| Kinases | P38 MAP, P38 mitogen activated protein | 1kv2 | 0.00 |
| Kinases | EGFr, epidermal growth factor receptor | 1m17 | 0.00 |
| Kinases | CDK2, cyclindependent kinase 2 | 1ckp | 0.00 |
| Metalloenzymes | COMT, catechol O-methyltransferase | 1h1d | 0.00 |
| Other Enzymes | COX-2, cyclooxygenase-2 | 1cx2 | 0.00 |
| Serine Proteases | FXa, factor Xa | 1f0r | 0.00 |
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