methyl (2S,3aR,7S,7aS)-6-oxo-1-[(E)-3-phenylprop-2-enyl]-7-prop-2-ynyl-3,3a,7,7a-tetrahydro-2H-indole-2-carboxylate

C22H23NO3 — CID 5461855

IUPACmethyl (2S,3aR,7S,7aS)-6-oxo-1-[(E)-3-phenylprop-2-enyl]-7-prop-2-ynyl-3,3a,7,7a-tetrahydro-2H-indole-2-carboxylate
SMILESC#CC[C@@H]1C(=O)C=C[C@H]2C[C@@H](C(=O)OC)N(C/C=C/c3ccccc3)[C@H]12
InChIInChI=1S/C22H23NO3/c1-3-8-18-20(24)13-12-17-15-19(22(25)26-2)23(21(17)18)14-7-11-16-9-5-4-6-10-16/h1,4-7,9-13,17-19,21H,8,14-15H2,2H3/b11-7+/t17-,18+,19-,21-/m0/s1
InChIKeyJBWFADGTVJXTOW-DQKVDQNHSA-N
MW349.43 g/mol
LogP2.71
Rot. Bonds5

About methyl (2S,3aR,7S,7aS)-6-oxo-1-[(E)-3-phenylprop-2-enyl]-7-prop-2-ynyl-3,3a,7,7a-tetrahydro-2H-indole-2-carboxylate

methyl (2S,3aR,7S,7aS)-6-oxo-1-[(E)-3-phenylprop-2-enyl]-7-prop-2-ynyl-3,3a,7,7a-tetrahydro-2H-indole-2-carboxylate (PubChem CID 5461855) has the molecular formula C22H23NO3 and a molecular weight of 349.43 g/mol. Its IUPAC name is methyl (2S,3aR,7S,7aS)-6-oxo-1-[(E)-3-phenylprop-2-enyl]-7-prop-2-ynyl-3,3a,7,7a-tetrahydro-2H-indole-2-carboxylate.

Molecular Properties

Compound Namemethyl (2S,3aR,7S,7aS)-6-oxo-1-[(E)-3-phenylprop-2-enyl]-7-prop-2-ynyl-3,3a,7,7a-tetrahydro-2H-indole-2-carboxylate
PubChem CID5461855
Molecular FormulaC22H23NO3
Molecular Weight349.43 g/mol
Exact Mass349.17
IUPAC Namemethyl (2S,3aR,7S,7aS)-6-oxo-1-[(E)-3-phenylprop-2-enyl]-7-prop-2-ynyl-3,3a,7,7a-tetrahydro-2H-indole-2-carboxylate
SMILESC#CC[C@@H]1C(=O)C=C[C@H]2C[C@@H](C(=O)OC)N(C/C=C/c3ccccc3)[C@H]12
InChIInChI=1S/C22H23NO3/c1-3-8-18-20(24)13-12-17-15-19(22(25)26-2)23(21(17)18)14-7-11-16-9-5-4-6-10-16/h1,4-7,9-13,17-19,21H,8,14-15H2,2H3/b11-7+/t17-,18+,19-,21-/m0/s1
InChIKeyJBWFADGTVJXTOW-DQKVDQNHSA-N
XLogP2.71
TPSA46.61 Ų
H-Bond Donors
H-Bond Acceptors4
Rotatable Bonds5
Heavy Atoms26
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500349.43
LogP ≤ 52.71
H-Bond Donors ≤ 50
H-Bond Acceptors ≤ 104

Computed Properties (RDKit)

Structural Alerts{'alert_name': 'triple_bond', 'substructure': 'N/A'}

Analyze methyl (2S,3aR,7S,7aS)-6-oxo-1-[(E)-3-phenylprop-2-enyl]-7-prop-2-ynyl-3,3a,7,7a-tetrahydro-2H-indole-2-carboxylate with MolForge

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Related Compounds

methyl (2S,4S)-4-hydroxy-1-(3-phenylprop-2-enyl)pyrrolidine-2-carboxylate
CID 71969468
methyl (2S,3aS,4R,5R,6R,7aR)-3a,4,5,6-tetrahydroxy-1-[(E)-3-phenylprop-2-enyl]-3,4,5,6,7,7a-hexahydro-2H-indole-2-carboxylate
CID 11949149
1-O-tert-butyl 2-O-methyl (2R,4S,5R)-4-(2-methylpropyl)-6-oxo-5-[(E)-3-phenylprop-2-enyl]piperidine-1,2-dicarboxylate
CID 11661911
methyl 4-(3-phenylprop-2-enyl)piperazine-2-carboxylate
CID 123254803
dimethyl (2S,4R)-1-benzylazetidine-2,4-dicarboxylate
CID 14654381
7-(3-phenylprop-2-enyl)-7-azabicyclo[2.2.1]heptane-2-carboxylic acid
CID 77070188
(2R,4R)-1-benzyl-4-methoxycarbonylazetidine-2-carboxylate
CID 71445283
(2R,4S)-1-benzyl-4-methoxycarbonylazetidine-2-carboxylic acid
CID 69447000
diethyl 2-(3-phenylprop-2-enyl)-2-prop-2-ynylpropanedioate
CID 73086345
3-methyl-9-[(E)-3-phenylprop-2-enyl]-9-azabicyclo[3.3.1]nonane
CID 129191946
methyl (2S)-5-oxo-1-(2-phenylacetyl)pyrrolidine-2-carboxylate
CID 56950772
methyl 4-phenylbut-3-enoate;molecular nitrogen
CID 175524038

Frequently Asked Questions

What is the IUPAC name of methyl (2S,3aR,7S,7aS)-6-oxo-1-[(E)-3-phenylprop-2-enyl]-7-prop-2-ynyl-3,3a,7,7a-tetrahydro-2H-indole-2-carboxylate?
The IUPAC name of methyl (2S,3aR,7S,7aS)-6-oxo-1-[(E)-3-phenylprop-2-enyl]-7-prop-2-ynyl-3,3a,7,7a-tetrahydro-2H-indole-2-carboxylate (CID 5461855) is methyl (2S,3aR,7S,7aS)-6-oxo-1-[(E)-3-phenylprop-2-enyl]-7-prop-2-ynyl-3,3a,7,7a-tetrahydro-2H-indole-2-carboxylate.
What is the SMILES notation for methyl (2S,3aR,7S,7aS)-6-oxo-1-[(E)-3-phenylprop-2-enyl]-7-prop-2-ynyl-3,3a,7,7a-tetrahydro-2H-indole-2-carboxylate?
The canonical SMILES for methyl (2S,3aR,7S,7aS)-6-oxo-1-[(E)-3-phenylprop-2-enyl]-7-prop-2-ynyl-3,3a,7,7a-tetrahydro-2H-indole-2-carboxylate is C#CC[C@@H]1C(=O)C=C[C@H]2C[C@@H](C(=O)OC)N(C/C=C/c3ccccc3)[C@H]12.
What is the InChIKey of methyl (2S,3aR,7S,7aS)-6-oxo-1-[(E)-3-phenylprop-2-enyl]-7-prop-2-ynyl-3,3a,7,7a-tetrahydro-2H-indole-2-carboxylate?
The InChIKey is JBWFADGTVJXTOW-DQKVDQNHSA-N. The full InChI is InChI=1S/C22H23NO3/c1-3-8-18-20(24)13-12-17-15-19(22(25)26-2)23(21(17)18)14-7-11-16-9-5-4-6-10-16/h1,4-7,9-13,17-19,21H,8,14-15H2,2H3/b11-7+/t17-,18+,19-,21-/m0/s1.
What are the key properties of methyl (2S,3aR,7S,7aS)-6-oxo-1-[(E)-3-phenylprop-2-enyl]-7-prop-2-ynyl-3,3a,7,7a-tetrahydro-2H-indole-2-carboxylate?
methyl (2S,3aR,7S,7aS)-6-oxo-1-[(E)-3-phenylprop-2-enyl]-7-prop-2-ynyl-3,3a,7,7a-tetrahydro-2H-indole-2-carboxylate has a molecular weight of 349.43 g/mol, XLogP of 2.71, 5 rotatable bonds, 0 hydrogen bond donors, and 4 hydrogen bond acceptors.
Where does this data come from?
All data for methyl (2S,3aR,7S,7aS)-6-oxo-1-[(E)-3-phenylprop-2-enyl]-7-prop-2-ynyl-3,3a,7,7a-tetrahydro-2H-indole-2-carboxylate is sourced from PubChem (CID 5461855), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).