1-[(1S,2S,4R,5R)-4-ethynyl-4-hydroxy-5-(hydroxymethyl)-1-methyl-2-bicyclo[3.1.0]hexanyl]pyrimidine-2,4-dione

C14H16N2O4 — CID 44817483

IUPAC1-[(1S,2S,4R,5R)-4-ethynyl-4-hydroxy-5-(hydroxymethyl)-1-methyl-2-bicyclo[3.1.0]hexanyl]pyrimidine-2,4-dione
SMILESC#C[C@]1(O)C[C@H](n2ccc(=O)[nH]c2=O)[C@@]2(C)C[C@@]12CO
InChIInChI=1S/C14H16N2O4/c1-3-14(20)6-9(12(2)7-13(12,14)8-17)16-5-4-10(18)15-11(16)19/h1,4-5,9,17,20H,6-8H2,2H3,(H,15,18,19)/t9-,12+,13-,14-/m0/s1
InChIKeyYSRBRUOYYDWVPN-VZLIPTOUSA-N
MW276.29 g/mol
LogP-0.77
Rot. Bonds2

About 1-[(1S,2S,4R,5R)-4-ethynyl-4-hydroxy-5-(hydroxymethyl)-1-methyl-2-bicyclo[3.1.0]hexanyl]pyrimidine-2,4-dione

1-[(1S,2S,4R,5R)-4-ethynyl-4-hydroxy-5-(hydroxymethyl)-1-methyl-2-bicyclo[3.1.0]hexanyl]pyrimidine-2,4-dione (PubChem CID 44817483) has the molecular formula C14H16N2O4 and a molecular weight of 276.29 g/mol. Its IUPAC name is 1-[(1S,2S,4R,5R)-4-ethynyl-4-hydroxy-5-(hydroxymethyl)-1-methyl-2-bicyclo[3.1.0]hexanyl]pyrimidine-2,4-dione.

Molecular Properties

Compound Name1-[(1S,2S,4R,5R)-4-ethynyl-4-hydroxy-5-(hydroxymethyl)-1-methyl-2-bicyclo[3.1.0]hexanyl]pyrimidine-2,4-dione
PubChem CID44817483
Molecular FormulaC14H16N2O4
Molecular Weight276.29 g/mol
Exact Mass276.11
IUPAC Name1-[(1S,2S,4R,5R)-4-ethynyl-4-hydroxy-5-(hydroxymethyl)-1-methyl-2-bicyclo[3.1.0]hexanyl]pyrimidine-2,4-dione
SMILESC#C[C@]1(O)C[C@H](n2ccc(=O)[nH]c2=O)[C@@]2(C)C[C@@]12CO
InChIInChI=1S/C14H16N2O4/c1-3-14(20)6-9(12(2)7-13(12,14)8-17)16-5-4-10(18)15-11(16)19/h1,4-5,9,17,20H,6-8H2,2H3,(H,15,18,19)/t9-,12+,13-,14-/m0/s1
InChIKeyYSRBRUOYYDWVPN-VZLIPTOUSA-N
XLogP-0.77
TPSA95.32 Ų
H-Bond Donors3
H-Bond Acceptors5
Rotatable Bonds2
Heavy Atoms20
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500276.29
LogP ≤ 5-0.77
H-Bond Donors ≤ 53
H-Bond Acceptors ≤ 105

Computed Properties (RDKit)

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

Analyze 1-[(1S,2S,4R,5R)-4-ethynyl-4-hydroxy-5-(hydroxymethyl)-1-methyl-2-bicyclo[3.1.0]hexanyl]pyrimidine-2,4-dione 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

1-[(2R,4R)-4-hydroxy-4-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
CID 10105161
1-[3,3-difluoro-5-(hydroxymethyl)-5-methyloxolan-2-yl]pyrimidine-2,4-dione
CID 123360524
1-[(2R,3R,5R)-5-fluoro-3-hydroxy-5-(hydroxymethyl)-3-methyloxolan-2-yl]pyrimidine-2,4-dione
CID 137381041
1-[(2R,3R,4S,5R)-5-amino-3-ethynyl-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
CID 126512692
1-[(2R,4R,5R)-3-amino-3-ethynyl-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
CID 145393121
1-[(5S)-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione;methanol
CID 178082525
1-[(2R,4S,5R)-4-acetyl-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
CID 70457581
1-[(3S,5R)-3-butyl-5-ethynyl-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
CID 143809470
1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)-5-methyloxolan-2-yl]pyrimidine-2,4-dione
CID 510970
1-[(3R,4S,5R)-5-ethynyl-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
CID 100972797
1-[(2R,5R)-5-fluoro-5-(hydroxymethyl)-3,3-dimethyloxolan-2-yl]pyrimidine-2,4-dione
CID 155149149
1-[(2R,5R)-5-ethynyl-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
CID 59968627

Frequently Asked Questions

What is the IUPAC name of 1-[(1S,2S,4R,5R)-4-ethynyl-4-hydroxy-5-(hydroxymethyl)-1-methyl-2-bicyclo[3.1.0]hexanyl]pyrimidine-2,4-dione?
The IUPAC name of 1-[(1S,2S,4R,5R)-4-ethynyl-4-hydroxy-5-(hydroxymethyl)-1-methyl-2-bicyclo[3.1.0]hexanyl]pyrimidine-2,4-dione (CID 44817483) is 1-[(1S,2S,4R,5R)-4-ethynyl-4-hydroxy-5-(hydroxymethyl)-1-methyl-2-bicyclo[3.1.0]hexanyl]pyrimidine-2,4-dione.
What is the SMILES notation for 1-[(1S,2S,4R,5R)-4-ethynyl-4-hydroxy-5-(hydroxymethyl)-1-methyl-2-bicyclo[3.1.0]hexanyl]pyrimidine-2,4-dione?
The canonical SMILES for 1-[(1S,2S,4R,5R)-4-ethynyl-4-hydroxy-5-(hydroxymethyl)-1-methyl-2-bicyclo[3.1.0]hexanyl]pyrimidine-2,4-dione is C#C[C@]1(O)C[C@H](n2ccc(=O)[nH]c2=O)[C@@]2(C)C[C@@]12CO.
What is the InChIKey of 1-[(1S,2S,4R,5R)-4-ethynyl-4-hydroxy-5-(hydroxymethyl)-1-methyl-2-bicyclo[3.1.0]hexanyl]pyrimidine-2,4-dione?
The InChIKey is YSRBRUOYYDWVPN-VZLIPTOUSA-N. The full InChI is InChI=1S/C14H16N2O4/c1-3-14(20)6-9(12(2)7-13(12,14)8-17)16-5-4-10(18)15-11(16)19/h1,4-5,9,17,20H,6-8H2,2H3,(H,15,18,19)/t9-,12+,13-,14-/m0/s1.
What are the key properties of 1-[(1S,2S,4R,5R)-4-ethynyl-4-hydroxy-5-(hydroxymethyl)-1-methyl-2-bicyclo[3.1.0]hexanyl]pyrimidine-2,4-dione?
1-[(1S,2S,4R,5R)-4-ethynyl-4-hydroxy-5-(hydroxymethyl)-1-methyl-2-bicyclo[3.1.0]hexanyl]pyrimidine-2,4-dione has a molecular weight of 276.29 g/mol, XLogP of -0.77, 2 rotatable bonds, 3 hydrogen bond donors, and 5 hydrogen bond acceptors.
Where does this data come from?
All data for 1-[(1S,2S,4R,5R)-4-ethynyl-4-hydroxy-5-(hydroxymethyl)-1-methyl-2-bicyclo[3.1.0]hexanyl]pyrimidine-2,4-dione is sourced from PubChem (CID 44817483), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).