methyl (6S)-7-[[2-amino-2-(2-hydroxycyclohexa-2,4-dien-1-yl)acetyl]amino]-7-methoxy-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

C21H25N5O6S3 — CID 22819421

About methyl (6S)-7-[[2-amino-2-(2-hydroxycyclohexa-2,4-dien-1-yl)acetyl]amino]-7-methoxy-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

methyl (6S)-7-[[2-amino-2-(2-hydroxycyclohexa-2,4-dien-1-yl)acetyl]amino]-7-methoxy-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate (PubChem CID 22819421) has the molecular formula C21H25N5O6S3 and a molecular weight of 539.66 g/mol. Its IUPAC name is methyl (6S)-7-[[2-amino-2-(2-hydroxycyclohexa-2,4-dien-1-yl)acetyl]amino]-7-methoxy-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate.

Molecular Properties

• Compound Name: methyl (6S)-7-[[2-amino-2-(2-hydroxycyclohexa-2,4-dien-1-yl)acetyl]amino]-7-methoxy-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• PubChem CID: 22819421
• Molecular Formula: C21H25N5O6S3
• Molecular Weight: 539.66 g/mol
• Exact Mass: 539.10
• IUPAC Name: methyl (6S)-7-[[2-amino-2-(2-hydroxycyclohexa-2,4-dien-1-yl)acetyl]amino]-7-methoxy-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• SMILES: COC(=O)C1=C(CSc2nnc(C)s2)CS[C@@H]2N1C(=O)C2(NC(=O)C(N)C1CC=CC=C1O)OC
• InChI: InChI=1S/C21H25N5O6S3/c1-10-24-25-20(35-10)34-9-11-8-33-19-21(32-3,18(30)26(19)15(11)17(29)31-2)23-16(28)14(22)12-6-4-5-7-13(12)27/h4-5,7,12,14,19,27H,6,8-9,22H2,1-3H3,(H,23,28)/t12?,14?,19-,21?/m0/s1
• InChIKey: SKJOSZYXKVQZAU-WYRRQKIISA-N
• XLogP: 1.09
• TPSA: 156.97 Ų
• H-Bond Donors: 3
• H-Bond Acceptors: 12
• Rotatable Bonds: 8
• Heavy Atoms: 35
• Complexity: —

Lipinski Rule of Five

2 violations

Rule	Value
MW ≤ 500	539.66
LogP ≤ 5	1.09
H-Bond Donors ≤ 5	3
H-Bond Acceptors ≤ 10	12

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'het-C-het_not_in_ring', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of methyl (6S)-7-[[2-amino-2-(2-hydroxycyclohexa-2,4-dien-1-yl)acetyl]amino]-7-methoxy-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate?

The IUPAC name of methyl (6S)-7-[[2-amino-2-(2-hydroxycyclohexa-2,4-dien-1-yl)acetyl]amino]-7-methoxy-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate (CID 22819421) is methyl (6S)-7-[[2-amino-2-(2-hydroxycyclohexa-2,4-dien-1-yl)acetyl]amino]-7-methoxy-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate.

What is the SMILES notation for methyl (6S)-7-[[2-amino-2-(2-hydroxycyclohexa-2,4-dien-1-yl)acetyl]amino]-7-methoxy-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate?

The canonical SMILES for methyl (6S)-7-[[2-amino-2-(2-hydroxycyclohexa-2,4-dien-1-yl)acetyl]amino]-7-methoxy-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate is COC(=O)C1=C(CSc2nnc(C)s2)CS[C@@H]2N1C(=O)C2(NC(=O)C(N)C1CC=CC=C1O)OC.

What is the InChIKey of methyl (6S)-7-[[2-amino-2-(2-hydroxycyclohexa-2,4-dien-1-yl)acetyl]amino]-7-methoxy-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate?

The InChIKey is SKJOSZYXKVQZAU-WYRRQKIISA-N. The full InChI is InChI=1S/C21H25N5O6S3/c1-10-24-25-20(35-10)34-9-11-8-33-19-21(32-3,18(30)26(19)15(11)17(29)31-2)23-16(28)14(22)12-6-4-5-7-13(12)27/h4-5,7,12,14,19,27H,6,8-9,22H2,1-3H3,(H,23,28)/t12?,14?,19-,21?/m0/s1.

What are the key properties of methyl (6S)-7-[[2-amino-2-(2-hydroxycyclohexa-2,4-dien-1-yl)acetyl]amino]-7-methoxy-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate?

methyl (6S)-7-[[2-amino-2-(2-hydroxycyclohexa-2,4-dien-1-yl)acetyl]amino]-7-methoxy-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate has a molecular weight of 539.66 g/mol, XLogP of 1.09, 8 rotatable bonds, 3 hydrogen bond donors, and 12 hydrogen bond acceptors.

Where does this data come from?

All data for methyl (6S)-7-[[2-amino-2-(2-hydroxycyclohexa-2,4-dien-1-yl)acetyl]amino]-7-methoxy-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate is sourced from PubChem (CID 22819421), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).