(2S,5R,6R)-6-[(2-carboxy-2-phenylacetyl)amino]-3-hydroxy-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

About (2S,5R,6R)-6-[(2-carboxy-2-phenylacetyl)amino]-3-hydroxy-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

(2S,5R,6R)-6-[(2-carboxy-2-phenylacetyl)amino]-3-hydroxy-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (PubChem CID 22801393) has the molecular formula C16H16N2O7S and a molecular weight of 380.38 g/mol. Its IUPAC name is (2S,5R,6R)-6-[(2-carboxy-2-phenylacetyl)amino]-3-hydroxy-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid.

Molecular Properties

Compound Name	(2S,5R,6R)-6-[(2-carboxy-2-phenylacetyl)amino]-3-hydroxy-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
PubChem CID	22801393
Molecular Formula	C16H16N2O7S
Molecular Weight	380.38 g/mol
Exact Mass	380.07
IUPAC Name	(2S,5R,6R)-6-[(2-carboxy-2-phenylacetyl)amino]-3-hydroxy-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
SMILES	CC1(O)S[C@@H]2[C@H](NC(=O)C(C(=O)O)c3ccccc3)C(=O)N2[C@H]1C(=O)O
InChI	InChI=1S/C16H16N2O7S/c1-16(25)10(15(23)24)18-12(20)9(13(18)26-16)17-11(19)8(14(21)22)7-5-3-2-4-6-7/h2-6,8-10,13,25H,1H3,(H,17,19)(H,21,22)(H,23,24)/t8?,9-,10+,13-,16?/m1/s1
InChIKey	XDVGYRLVIRVNEG-TZYKLXTMSA-N
XLogP	-0.58
TPSA	144.24 Å²
H-Bond Donors	4
H-Bond Acceptors	6
Rotatable Bonds	5
Heavy Atoms	26
Complexity	—

Lipinski Rule of Five

Passes Rule of Five

Rule	Value
MW ≤ 500	380.38
LogP ≤ 5	-0.58
H-Bond Donors ≤ 5	4
H-Bond Acceptors ≤ 10	6

Computed Properties (RDKit)

Structural Alerts	{'alert_name': 'beta-keto/anhydride', 'substructure': 'N/A'}

Related Compounds

Frequently Asked Questions

What is the IUPAC name of (2S,5R,6R)-6-[(2-carboxy-2-phenylacetyl)amino]-3-hydroxy-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid?

The IUPAC name of (2S,5R,6R)-6-[(2-carboxy-2-phenylacetyl)amino]-3-hydroxy-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (CID 22801393) is (2S,5R,6R)-6-[(2-carboxy-2-phenylacetyl)amino]-3-hydroxy-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid.

What is the SMILES notation for (2S,5R,6R)-6-[(2-carboxy-2-phenylacetyl)amino]-3-hydroxy-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid?

The canonical SMILES for (2S,5R,6R)-6-[(2-carboxy-2-phenylacetyl)amino]-3-hydroxy-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid is CC1(O)S[C@@H]2[C@H](NC(=O)C(C(=O)O)c3ccccc3)C(=O)N2[C@H]1C(=O)O.

What is the InChIKey of (2S,5R,6R)-6-[(2-carboxy-2-phenylacetyl)amino]-3-hydroxy-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid?

The InChIKey is XDVGYRLVIRVNEG-TZYKLXTMSA-N. The full InChI is InChI=1S/C16H16N2O7S/c1-16(25)10(15(23)24)18-12(20)9(13(18)26-16)17-11(19)8(14(21)22)7-5-3-2-4-6-7/h2-6,8-10,13,25H,1H3,(H,17,19)(H,21,22)(H,23,24)/t8?,9-,10+,13-,16?/m1/s1.

What are the key properties of (2S,5R,6R)-6-[(2-carboxy-2-phenylacetyl)amino]-3-hydroxy-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid?

(2S,5R,6R)-6-[(2-carboxy-2-phenylacetyl)amino]-3-hydroxy-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid has a molecular weight of 380.38 g/mol, XLogP of -0.58, 5 rotatable bonds, 4 hydrogen bond donors, and 6 hydrogen bond acceptors.

Where does this data come from?

All data for (2S,5R,6R)-6-[(2-carboxy-2-phenylacetyl)amino]-3-hydroxy-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid is sourced from PubChem (CID 22801393), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).