(4R,5S,7S)-4-(2-chloroethyl)-1-[(1S)-cyclohex-2-ene-1-carbonyl]-7-hydroxy-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptan-3-one

C15H20ClNO4 — CID 143558539

IUPAC(4R,5S,7S)-4-(2-chloroethyl)-1-[(1S)-cyclohex-2-ene-1-carbonyl]-7-hydroxy-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptan-3-one
SMILESC[C@@]12O[C@H](O)C1(C(=O)[C@@H]1C=CCCC1)NC(=O)[C@@H]2CCCl
InChIInChI=1S/C15H20ClNO4/c1-14-10(7-8-16)12(19)17-15(14,13(20)21-14)11(18)9-5-3-2-4-6-9/h3,5,9-10,13,20H,2,4,6-8H2,1H3,(H,17,19)/t9-,10+,13+,14+,15?/m1/s1
InChIKeyXJQWJTGKRIJEKQ-SOZLPCQHSA-N
MW313.78 g/mol
LogP1.13
Rot. Bonds4

About (4R,5S,7S)-4-(2-chloroethyl)-1-[(1S)-cyclohex-2-ene-1-carbonyl]-7-hydroxy-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptan-3-one

(4R,5S,7S)-4-(2-chloroethyl)-1-[(1S)-cyclohex-2-ene-1-carbonyl]-7-hydroxy-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptan-3-one (PubChem CID 143558539) has the molecular formula C15H20ClNO4 and a molecular weight of 313.78 g/mol. Its IUPAC name is (4R,5S,7S)-4-(2-chloroethyl)-1-[(1S)-cyclohex-2-ene-1-carbonyl]-7-hydroxy-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptan-3-one.

Molecular Properties

Compound Name(4R,5S,7S)-4-(2-chloroethyl)-1-[(1S)-cyclohex-2-ene-1-carbonyl]-7-hydroxy-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptan-3-one
PubChem CID143558539
Molecular FormulaC15H20ClNO4
Molecular Weight313.78 g/mol
Exact Mass313.11
IUPAC Name(4R,5S,7S)-4-(2-chloroethyl)-1-[(1S)-cyclohex-2-ene-1-carbonyl]-7-hydroxy-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptan-3-one
SMILESC[C@@]12O[C@H](O)C1(C(=O)[C@@H]1C=CCCC1)NC(=O)[C@@H]2CCCl
InChIInChI=1S/C15H20ClNO4/c1-14-10(7-8-16)12(19)17-15(14,13(20)21-14)11(18)9-5-3-2-4-6-9/h3,5,9-10,13,20H,2,4,6-8H2,1H3,(H,17,19)/t9-,10+,13+,14+,15?/m1/s1
InChIKeyXJQWJTGKRIJEKQ-SOZLPCQHSA-N
XLogP1.13
TPSA75.63 Ų
H-Bond Donors2
H-Bond Acceptors4
Rotatable Bonds4
Heavy Atoms21
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500313.78
LogP ≤ 51.13
H-Bond Donors ≤ 52
H-Bond Acceptors ≤ 104

Computed Properties (RDKit)

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

Analyze (4R,5S,7S)-4-(2-chloroethyl)-1-[(1S)-cyclohex-2-ene-1-carbonyl]-7-hydroxy-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptan-3-one with MolForge

Explore ADMET properties, 3D molecular structure, drug-likeness score, and discover similar compounds using our AI-powered platform.

Launch Full Analysis

Related Compounds

(-)-Salinosporamide A
CID 11347535
Salinosporamide J
CID 16109824
Salinosporamide F
CID 22833280
Salinosporamide I
CID 22833282
Salinosporamide X7
CID 46882141
(1S,4R,5S)-4-(2-chloroethyl)-1-[(1S)-cyclohex-2-ene-1-carbonyl]-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione
CID 11461099
(1R,4R,5S)-4-(2-chloroethyl)-1-[[(1S)-cyclohex-2-en-1-yl]-hydroxymethyl]-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione
CID 11695330
methyl (2R,3S,4R)-4-(2-chloroethyl)-2-[(S)-[(1S)-cyclohex-2-en-1-yl]-hydroxymethyl]-3-hydroxy-3-methyl-5-oxopyrrolidine-2-carboxylate
CID 11336915
(1S,2R,5R)-2-(2-chloroethyl)-5-[(S)-[(1S)-cyclohex-2-en-1-yl]-hydroxymethyl]-1-methyl-7-oxa-4-azabicyclo[3.2.0]heptane-3,6-dione
CID 11652558
(1R,4R,5S)-4-(2-chloroethyl)-1-[[(1R)-cyclohex-2-en-1-yl]methyl]-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione
CID 22833283
(4R,5S)-4-(2-chloroethyl)-1-[(S)-[(1S)-cyclohex-2-en-1-yl]-hydroxymethyl]-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione
CID 171347931
(1R,4R,5S)-4-(3-chloropropyl)-1-[(S)-[(1S)-cyclohex-2-en-1-yl]-hydroxymethyl]-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione
CID 50915237

Frequently Asked Questions

What is the IUPAC name of (4R,5S,7S)-4-(2-chloroethyl)-1-[(1S)-cyclohex-2-ene-1-carbonyl]-7-hydroxy-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptan-3-one?
The IUPAC name of (4R,5S,7S)-4-(2-chloroethyl)-1-[(1S)-cyclohex-2-ene-1-carbonyl]-7-hydroxy-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptan-3-one (CID 143558539) is (4R,5S,7S)-4-(2-chloroethyl)-1-[(1S)-cyclohex-2-ene-1-carbonyl]-7-hydroxy-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptan-3-one.
What is the SMILES notation for (4R,5S,7S)-4-(2-chloroethyl)-1-[(1S)-cyclohex-2-ene-1-carbonyl]-7-hydroxy-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptan-3-one?
The canonical SMILES for (4R,5S,7S)-4-(2-chloroethyl)-1-[(1S)-cyclohex-2-ene-1-carbonyl]-7-hydroxy-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptan-3-one is C[C@@]12O[C@H](O)C1(C(=O)[C@@H]1C=CCCC1)NC(=O)[C@@H]2CCCl.
What is the InChIKey of (4R,5S,7S)-4-(2-chloroethyl)-1-[(1S)-cyclohex-2-ene-1-carbonyl]-7-hydroxy-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptan-3-one?
The InChIKey is XJQWJTGKRIJEKQ-SOZLPCQHSA-N. The full InChI is InChI=1S/C15H20ClNO4/c1-14-10(7-8-16)12(19)17-15(14,13(20)21-14)11(18)9-5-3-2-4-6-9/h3,5,9-10,13,20H,2,4,6-8H2,1H3,(H,17,19)/t9-,10+,13+,14+,15?/m1/s1.
What are the key properties of (4R,5S,7S)-4-(2-chloroethyl)-1-[(1S)-cyclohex-2-ene-1-carbonyl]-7-hydroxy-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptan-3-one?
(4R,5S,7S)-4-(2-chloroethyl)-1-[(1S)-cyclohex-2-ene-1-carbonyl]-7-hydroxy-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptan-3-one has a molecular weight of 313.78 g/mol, XLogP of 1.13, 4 rotatable bonds, 2 hydrogen bond donors, and 4 hydrogen bond acceptors.
Where does this data come from?
All data for (4R,5S,7S)-4-(2-chloroethyl)-1-[(1S)-cyclohex-2-ene-1-carbonyl]-7-hydroxy-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptan-3-one is sourced from PubChem (CID 143558539), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).