Norgestimate

C₂₃H₃₁NO₃ — CID 6540478

About Norgestimate

Norgestimate (PubChem CID 6540478) has the molecular formula C₂₃H₃₁NO₃ and a molecular weight of 369.51 g/mol. Its IUPAC name is [(3E,8R,9S,10R,13S,14S,17R)-13-ethyl-17-ethynyl-3-hydroxyimino-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl] acetate.

Molecular Properties

• Compound Name: Norgestimate
• PubChem CID: 6540478
• Molecular Formula: C₂₃H₃₁NO₃
• Molecular Weight: 369.51 g/mol
• Exact Mass: 369.23
• IUPAC Name: [(3E,8R,9S,10R,13S,14S,17R)-13-ethyl-17-ethynyl-3-hydroxyimino-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl] acetate
• SMILES: C#C[C@]1(OC(C)=O)CC[C@H]2[C@@H]3CCC4=C/C(=N/O)CC[C@@H]4[C@H]3CC[C@@]21CC
• InChI: InChI=1S/C23H31NO3/c1-4-22-12-10-19-18-9-7-17(24-26)14-16(18)6-8-20(19)21(22)11-13-23(22,5-2)27-15(3)25/h2,14,18-21,26H,4,6-13H2,1,3H3/b24-17+/t18-,19+,20+,21-,22-,23-/m0/s1
• InChIKey: KIQQMECNKUGGKA-NMYWJIRASA-N
• XLogP: 4.71
• TPSA: 58.89 Ų
• H-Bond Donors: 1
• H-Bond Acceptors: 4
• Rotatable Bonds: 2
• Heavy Atoms: 27
• Complexity: —

Lipinski Rule of Five

Passes Rule of Five

Rule	Value
MW ≤ 500	369.51
LogP ≤ 5	4.71
H-Bond Donors ≤ 5	1
H-Bond Acceptors ≤ 10	4

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'imine_1', 'substructure': 'N/A'}, {'alert_name': 'oxime_1', 'substructure': 'N/A'}, {'alert_name': 'Oxygen-nitrogen_single_bond', 'substructure': 'N/A'}, {'alert_name': 'triple_bond', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of Norgestimate?

The IUPAC name of Norgestimate (CID 6540478) is [(3E,8R,9S,10R,13S,14S,17R)-13-ethyl-17-ethynyl-3-hydroxyimino-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl] acetate.

What is the SMILES notation for Norgestimate?

The canonical SMILES for Norgestimate is C#C[C@]1(OC(C)=O)CC[C@H]2[C@@H]3CCC4=C/C(=N/O)CC[C@@H]4[C@H]3CC[C@@]21CC.

What is the InChIKey of Norgestimate?

The InChIKey is KIQQMECNKUGGKA-NMYWJIRASA-N. The full InChI is InChI=1S/C23H31NO3/c1-4-22-12-10-19-18-9-7-17(24-26)14-16(18)6-8-20(19)21(22)11-13-23(22,5-2)27-15(3)25/h2,14,18-21,26H,4,6-13H2,1,3H3/b24-17+/t18-,19+,20+,21-,22-,23-/m0/s1.

What are the key properties of Norgestimate?

Norgestimate has a molecular weight of 369.51 g/mol, XLogP of 4.71, 2 rotatable bonds, 1 hydrogen bond donors, and 4 hydrogen bond acceptors.

Where does this data come from?

All data for Norgestimate is sourced from PubChem (CID 6540478), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).

Sources

• PubChem CID 6540478 — identifiers, structure, computed properties (public domain)
• DrugCentral drug card 1968 — approved-drug record (CC BY-SA 4.0)

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