Drug Interactions: This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions: Not Available

Chemical Identifiers

UNII: Not Available
CAS number: Not Available
InChI Key: CQEFAUFOQSCRMZ-LBPRGKRZSA-N
InChI: InChI=1S/C16H21N3O2/c1-16(2,3)18-9-12(20)10-21-15-6-4-5-14-13(15)7-11(8-17)19-14/h4-6,12,18,20H,7,9-10H2,1-3H3/t12-/m0/s1
IUPAC Name: 4-[(2S)-3-(tert-butylamino)-2-hydroxypropoxy]-3H-indole-2-carbonitrile
SMILES: CC(C)(C)NC[C@H](O)COC1=CC=CC2=C1CC(=N2)C#N

References

General References

Not Available

External Links

PubChem Compound: 46937143
PubChem Substance: 99444818
ChemSpider: 25059093
ZINC: ZINC000053683105
PDBe Ligand: P32

PDB Entries

2vt4 / 2ycx / 2ycy / 4bvn / 5f8u / 6h7o / 8dcs

Clinical Trials

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Pharmacoeconomics

Manufacturers: Not Available
Packagers: Not Available
Dosage Forms: Not Available
Prices: Not Available
Patents: Not Available

Properties

State

Solid

Experimental Properties

Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.156 mg/mL	ALOGPS
logP	1.51	ALOGPS
logP	1.97	Chemaxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	10.99	Chemaxon
pKa (Strongest Basic)	9.73	Chemaxon
Physiological Charge	1	Chemaxon
Hydrogen Acceptor Count	5	Chemaxon
Hydrogen Donor Count	2	Chemaxon
Polar Surface Area	77.64 Å²	Chemaxon
Rotatable Bond Count	6	Chemaxon
Refractivity	83.33 m³·mol^-1	Chemaxon
Polarizability	32.11 Å³	Chemaxon
Number of Rings	2	Chemaxon
Bioavailability	1	Chemaxon
Rule of Five	Yes	Chemaxon
Ghose Filter	Yes	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	No	Chemaxon

Predicted ADMET Features

Property	Value	Probability
Human Intestinal Absorption	+	0.9645
Blood Brain Barrier	-	0.5176
Caco-2 permeable	-	0.5217
P-glycoprotein substrate	Substrate	0.8516
P-glycoprotein inhibitor I	Non-inhibitor	0.7513
P-glycoprotein inhibitor II	Non-inhibitor	0.937
Renal organic cation transporter	Non-inhibitor	0.678
CYP450 2C9 substrate	Non-substrate	0.8357
CYP450 2D6 substrate	Substrate	0.6434
CYP450 3A4 substrate	Non-substrate	0.5798
CYP450 1A2 substrate	Non-inhibitor	0.6838
CYP450 2C9 inhibitor	Non-inhibitor	0.877
CYP450 2D6 inhibitor	Non-inhibitor	0.6978
CYP450 2C19 inhibitor	Non-inhibitor	0.6316
CYP450 3A4 inhibitor	Non-inhibitor	0.5818
CYP450 inhibitory promiscuity	Low CYP Inhibitory Promiscuity	0.8096
Ames test	Non AMES toxic	0.7684
Carcinogenicity	Non-carcinogens	0.8315
Biodegradation	Not ready biodegradable	1.0
Rat acute toxicity	2.7830 LD50, mol/kg	Not applicable
hERG inhibition (predictor I)	Weak inhibitor	0.9505
hERG inhibition (predictor II)	Non-inhibitor	0.7471

ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)

Not Available

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	splash10-0a59-9540000000-458706345a0ba7970746
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0019-0090000000-47042c9c831bb2312af3
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0pbi-0290000000-1a733df612d16e2eb88f
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-08fr-2090000000-8c2c4d056cae1b1da6a2
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0a4r-2920000000-62f5e7ca2dbd058532fe
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0a4i-9310000000-f5d2a4009aee6edf9944
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0a4i-1900000000-68375bb48d2250a39f59
Predicted 1H NMR Spectrum	1D NMR	Not Applicable
Predicted 13C NMR Spectrum	1D NMR	Not Applicable

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	164.80247	predicted	DeepCCS 1.0 (2019)
[M+H]+	167.16046	predicted	DeepCCS 1.0 (2019)
[M+Na]+	173.60898	predicted	DeepCCS 1.0 (2019)

Targets

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Details1. Beta-1 adrenergic receptor

Kind: Protein
Organism: Humans
Pharmacological action: Unknown

General Function: Beta-adrenergic receptors mediate the catecholamine-induced activation of adenylate cyclase through the action of G proteins. This receptor binds epinephrine and norepinephrine with approximately equal affinity. Mediates Ras activation through G(s)-alpha- and cAMP-mediated signaling. Involved in the regulation of sleep/wake behaviors (PubMed:31473062)
Specific Function: Alpha-2a adrenergic receptor binding
Gene Name: ADRB1
Uniprot ID: P08588
Uniprot Name: Beta-1 adrenergic receptor
Molecular Weight: 51222.97 Da

References

Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]

Drug created at September 15, 2010 21:30 / Updated at June 12, 2020 16:52

4-{[(2S)-3-(tert-butylamino)-2-hydroxypropyl]oxy}-3H-indole-2-carbonitrile

Identification

Structure for 4-{[(2S)-3-(tert-butylamino)-2-hydroxypropyl]oxy}-3H-indole-2-carbonitrile (DB08347)

Pharmacology

Interactions

Categories

Chemical Identifiers

References

Clinical Trials

Clinical Trial & Rare Diseases Add-on Data Package

Pharmacoeconomics

Properties

Spectra

Collision Cross Sections (CCS)

Targets

References