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- 7 of 12 defined stereocentres

1-(Adamantan-1-ylmethyl)-1-({(1R,2S,5S,6S,9R,10R,15R)-5,13-dihydroxy-6,10-dimethyl-17-[3-(trifluoromethyl)benzoyl]pentacyclo[13.2.2.0^1,9.0^2,6.0^10,15]nonadeca-16,18-dien-5-yl}methyl)-3-isopropylu rea

ChemSpider ID: 5157702
Molecular Formula: C₄₅H₅₉F₃N₂O₄
Average mass: 748.956177 Da
Monoisotopic mass: 748.442688 Da
Systematic name

1-(Adamantan-1-ylmethyl)-1-({(1R,2S,5S,6S,9R,10R,15R)-5,13-dihydroxy-6,10-dimethyl-17-[3-(trifluoromethyl)benzoyl]pentacyclo[13.2.2.0^1,9.0^2,6.0^10,15]nonadeca-16,18-dien-5-yl}methyl)-3-isopropylu rea
SMILES and InChIs

SMILES:

FC(F)(F)c1cccc(c1)C(=O)/C2=C/[C@@]98\C=C/[C@]27[C@H](CC[C@@]6([C@](O)(CN(C(=O)NC(C)C)CC35CC4CC(C3)CC(C4)C5)CC[C@H]67)C)[C@]9(CCC(O)C8)C Copied

Std. InChI:

InChI=1S/C45H59F3N2O4/c1-27(2)49-38(53)50(25-41-20-28-16-29(21-41)18-30(17-28)22-41)26-43(54)13-10-36-40(43,4)12-9-35-39(3)11-8-33(51)23-42(39)14-15-44(35,36)34(24-42)37(52)31-6-5-7-32(19-31)45(46,47)48/h5-7,14-15,19,24,27-30,33,35-36,51,54H,8-13,16-18,20-23,25-26H2,1-4H3,(H,49,53)/t28?,29?,30?,33?,35-,36-,39-,40+,41?,42+,43-,44-/m1/s1 Copied

Std. InChIKey:

FHXQEGZQEPJENW-OYVMAJNOSA-N Copied
Cite this record
CSID:5157702, http://www.chemspider.com/Chemical-Structure.5157702.html (accessed 06:19, Jun 18, 2013) Copied

Names and Identifiers

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Predicted data is generated using the ACD/Labs’ ACD/PhysChem Suite, for more information see their website.

ACD/LogP:	9.366	# of Rule of 5 Violations:	2
ACD/LogD (pH 5.5):	9.37	ACD/LogD (pH 7.4):	9.37
ACD/BCF (pH 5.5):	1000000.00	ACD/BCF (pH 7.4):	1000000.00
ACD/KOC (pH 5.5):	2967350.00	ACD/KOC (pH 7.4):	2967343.00
#H bond acceptors:	6	#H bond donors:	3
#Freely Rotating Bonds:	9	Polar Surface Area:	89.87 Å²
Index of Refraction:	1.611	Molar Refractivity:	201.697 cm³
Molar Volume:	580.798 cm³	Polarizability:	79.959 10^-24cm³
Surface Tension:	55.6479988098145 dyne/cm	Density:	1.29 g/cm³
Flash Point:	°C	Enthalpy of Vaporization:	kJ/mol
Boiling Point:	°C at 760 mmHg	Vapour Pressure:	mmHg at 25°C

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Spectra

CIFs

Patents	Personal Collections
Publication or Magazine Article	Web-based Article (blog or commentary)
Available Chemicals Databases	Biological Properties
Chemical Reactions	Chemical Safety Data
Drugs or Compounds in Development	Imaging Agents
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Ligand/binding/crystal Structure Databases	Metabolic Pathways
Molecular Libraries Screening Center Network	Natural Products
NIH Substance Repository	Physical Properties (including SAR/QSAR databases)
Protein 3D Structures	Spectroscopy Databases
Substance Vendors	Theoretical Properties
Toxicology/Environmental Databases	Virtual Library

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SimBioSys LASSO

Category	Target	PDB Code	LASSO Score
Nuclear Hormone Receptors	AR, androgen receptor	1xq2	0.42
Nuclear Hormone Receptors	GR, glucocorticoid receptor	1m2z	0.11
Kinases	FGFr1, fibroblast growth factor receptor kinase	1agw	0.04
Metalloenzymes	ACE, angiotensin-converting enzyme	1o86	0.03
Nuclear Hormone Receptors	RXRa, retinoic X receptor R	1mvc	0.03
Nuclear Hormone Receptors	PPARg, peroxisome proliferator activated receptor	1fm9	0.03
Other Enzymes	InhA, enoyl ACP reductase	1p44	0.02
Kinases	SRC, tyrosine kinase SRC	2src	0.01
Serine Proteases	Thrombin	1ba8	0.01
Other Enzymes	HMGR, hydroxymethylglutaryl-CoA reductase	1hw8	0.01
Other Enzymes	HIVPR, HIV protease	1hpx	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
Nuclear Hormone Receptors	ER, estrogen receptor; agonist	1l2i	0.00
Nuclear Hormone Receptors	PR, progesterone receptor	1sr7	0.00
Folate Enzymes	DHFR, dihydrofolate reductase	3dfr	0.00
Other Enzymes	HIVRT, HIV reverse transcriptase	1rt1	0.00
Serine Proteases	Trypsin	1bju	0.00
Kinases	VEGFr2, vascular endothelial growth factor receptor	1vr2	0.00
Other Enzymes	GPB, glycogen phosphorylase	1a8i	0.00
Other Enzymes	SAHH, S-adenosyl-homocysteine hydrolase	1a7a	0.00
Other Enzymes	COX-2, cyclooxygenase-2	1cx2	0.00
Metalloenzymes	COMT, catechol O-methyltransferase	1h1d	0.00
Other Enzymes	ALR2, aldose reductase	1ah3	0.00
Kinases	CDK2, cyclindependent kinase 2	1ckp	0.00
Kinases	TK, thymidine kinase	1kim	0.00
Other Enzymes	COX-1, cyclooxygenase-1	1p4g	0.00
Metalloenzymes	ADA, adenosine deaminase	1stw	0.00
Kinases	P38 MAP, P38 mitogen activated protein	1kv2	0.00
Other Enzymes	AChE, acetylcholinesterase	1eve	0.00
Nuclear Hormone Receptors	ER, estrogen receptor; antagonist	3ert	0.00
Kinases	PDGFrb, platelet derived growth factor receptor kinase	N/A	0.00
Folate Enzymes	GART, glycinamide ribonucleotide transformylase	1c2t	0.00
Kinases	HSP90, human heat shock protein 90	1uy6	0.00
Other Enzymes	NA, neuraminidase	1a4g	0.00
Serine Proteases	FXa, factor Xa	1f0r	0.00
Kinases	EGFr, epidermal growth factor receptor	1m17	0.00

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1-(Adamantan-1-ylmethyl)-1-({(1R,2S,5S,6S,9R,10R,15R)-5,13-dihydroxy-6,10-dimethyl-17-[3-(trifluoromethyl)benzoyl]pentacyclo[13.2.2.0^1,9.0^2,6.0^10,15]nonadeca-16,18-dien-5-yl}methyl)-3-isopropylu rea

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1-(Adamantan-1-ylmethyl)-1-({(1R,2S,5S,6S,9R,10R,15R)-5,13-dihydroxy-6,10-dimethyl-17-[3-(trifluoromethyl)benzoyl]pentacyclo[13.2.2.01,9.02,6.010,15]nonadeca-16,18-dien-5-yl}methyl)-3-isopropylu rea

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1-(Adamantan-1-ylmethyl)-1-({(1R,2S,5S,6S,9R,10R,15R)-5,13-dihydroxy-6,10-dimethyl-17-[3-(trifluoromethyl)benzoyl]pentacyclo[13.2.2.0^1,9.0^2,6.0^10,15]nonadeca-16,18-dien-5-yl}methyl)-3-isopropylu rea