2-chloro-4-[(1S,3R,5S)-3,6-dihydroxy-3-methyl-8-azabicyclo[3.2.1]octan-8-yl]-3-(hydroxymethyl)benzonitrile

C16H19ClN2O3 — CID 155291129

IUPAC2-chloro-4-[(1S,3R,5S)-3,6-dihydroxy-3-methyl-8-azabicyclo[3.2.1]octan-8-yl]-3-(hydroxymethyl)benzonitrile
SMILESC[C@@]1(O)C[C@@H]2CC(O)[C@H](C1)N2c1ccc(C#N)c(Cl)c1CO
InChIInChI=1S/C16H19ClN2O3/c1-16(22)5-10-4-14(21)13(6-16)19(10)12-3-2-9(7-18)15(17)11(12)8-20/h2-3,10,13-14,20-22H,4-6,8H2,1H3/t10-,13-,14?,16+/m0/s1
InChIKeyRRGPWJPPLPHOTG-NGBKBDIPSA-N
MW322.79 g/mol
LogP1.56
Rot. Bonds2

About 2-chloro-4-[(1S,3R,5S)-3,6-dihydroxy-3-methyl-8-azabicyclo[3.2.1]octan-8-yl]-3-(hydroxymethyl)benzonitrile

2-chloro-4-[(1S,3R,5S)-3,6-dihydroxy-3-methyl-8-azabicyclo[3.2.1]octan-8-yl]-3-(hydroxymethyl)benzonitrile (PubChem CID 155291129) has the molecular formula C16H19ClN2O3 and a molecular weight of 322.79 g/mol. Its IUPAC name is 2-chloro-4-[(1S,3R,5S)-3,6-dihydroxy-3-methyl-8-azabicyclo[3.2.1]octan-8-yl]-3-(hydroxymethyl)benzonitrile.

Molecular Properties

Compound Name2-chloro-4-[(1S,3R,5S)-3,6-dihydroxy-3-methyl-8-azabicyclo[3.2.1]octan-8-yl]-3-(hydroxymethyl)benzonitrile
PubChem CID155291129
Molecular FormulaC16H19ClN2O3
Molecular Weight322.79 g/mol
Exact Mass322.11
IUPAC Name2-chloro-4-[(1S,3R,5S)-3,6-dihydroxy-3-methyl-8-azabicyclo[3.2.1]octan-8-yl]-3-(hydroxymethyl)benzonitrile
SMILESC[C@@]1(O)C[C@@H]2CC(O)[C@H](C1)N2c1ccc(C#N)c(Cl)c1CO
InChIInChI=1S/C16H19ClN2O3/c1-16(22)5-10-4-14(21)13(6-16)19(10)12-3-2-9(7-18)15(17)11(12)8-20/h2-3,10,13-14,20-22H,4-6,8H2,1H3/t10-,13-,14?,16+/m0/s1
InChIKeyRRGPWJPPLPHOTG-NGBKBDIPSA-N
XLogP1.56
TPSA87.72 Ų
H-Bond Donors3
H-Bond Acceptors5
Rotatable Bonds2
Heavy Atoms22
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500322.79
LogP ≤ 51.56
H-Bond Donors ≤ 53
H-Bond Acceptors ≤ 105

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Related Compounds

2-chloro-4-(3-hydroxy-8-azabicyclo[3.2.1]octan-8-yl)-3-methylbenzonitrile
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ethyl 3-chloro-4-cyano-2-(hydroxymethyl)benzoate
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2-chloro-4-[(2S,3S)-3-hydroxy-2-methylpyrrolidin-1-yl]-3-methylbenzonitrile
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2-(6-amino-2-chloro-3-cyanophenyl)acetic acid
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4-amino-2-chloro-3-(2-chloroacetyl)benzonitrile
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2-chloro-4-[(2R,5S)-5-(hydroxymethyl)-2-methyl-1,3-oxazolidin-3-yl]-3-methylbenzonitrile
CID 126610988
2-chloro-3-methyl-4-[8-(3-methylbenzoyl)-3,5-dioxo-2,4,8-triazatricyclo[5.2.1.02,6]decan-4-yl]benzonitrile
CID 22244200
(1S,6S,7S)-4-(3-chloro-4-cyano-2-methylphenyl)-3,5-dioxo-2,4,8-triazatricyclo[5.2.1.02,6]decane-8-carboxylic acid
CID 23599068

Frequently Asked Questions

What is the IUPAC name of 2-chloro-4-[(1S,3R,5S)-3,6-dihydroxy-3-methyl-8-azabicyclo[3.2.1]octan-8-yl]-3-(hydroxymethyl)benzonitrile?
The IUPAC name of 2-chloro-4-[(1S,3R,5S)-3,6-dihydroxy-3-methyl-8-azabicyclo[3.2.1]octan-8-yl]-3-(hydroxymethyl)benzonitrile (CID 155291129) is 2-chloro-4-[(1S,3R,5S)-3,6-dihydroxy-3-methyl-8-azabicyclo[3.2.1]octan-8-yl]-3-(hydroxymethyl)benzonitrile.
What is the SMILES notation for 2-chloro-4-[(1S,3R,5S)-3,6-dihydroxy-3-methyl-8-azabicyclo[3.2.1]octan-8-yl]-3-(hydroxymethyl)benzonitrile?
The canonical SMILES for 2-chloro-4-[(1S,3R,5S)-3,6-dihydroxy-3-methyl-8-azabicyclo[3.2.1]octan-8-yl]-3-(hydroxymethyl)benzonitrile is C[C@@]1(O)C[C@@H]2CC(O)[C@H](C1)N2c1ccc(C#N)c(Cl)c1CO.
What is the InChIKey of 2-chloro-4-[(1S,3R,5S)-3,6-dihydroxy-3-methyl-8-azabicyclo[3.2.1]octan-8-yl]-3-(hydroxymethyl)benzonitrile?
The InChIKey is RRGPWJPPLPHOTG-NGBKBDIPSA-N. The full InChI is InChI=1S/C16H19ClN2O3/c1-16(22)5-10-4-14(21)13(6-16)19(10)12-3-2-9(7-18)15(17)11(12)8-20/h2-3,10,13-14,20-22H,4-6,8H2,1H3/t10-,13-,14?,16+/m0/s1.
What are the key properties of 2-chloro-4-[(1S,3R,5S)-3,6-dihydroxy-3-methyl-8-azabicyclo[3.2.1]octan-8-yl]-3-(hydroxymethyl)benzonitrile?
2-chloro-4-[(1S,3R,5S)-3,6-dihydroxy-3-methyl-8-azabicyclo[3.2.1]octan-8-yl]-3-(hydroxymethyl)benzonitrile has a molecular weight of 322.79 g/mol, XLogP of 1.56, 2 rotatable bonds, 3 hydrogen bond donors, and 5 hydrogen bond acceptors.
Where does this data come from?
All data for 2-chloro-4-[(1S,3R,5S)-3,6-dihydroxy-3-methyl-8-azabicyclo[3.2.1]octan-8-yl]-3-(hydroxymethyl)benzonitrile is sourced from PubChem (CID 155291129), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).