{4-[(2S)-2-{[(5R)-3-carbamoyl-2-(cyclohexylmethoxy)-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-yl]carbamoyl}-2-acetamidoethyl]-2-phosphonophenyl}phosphonic acid

• ChemBase ID: 1600
• Molecular Formular: C30H41N3O10P2
• Molecular Mass: 665.608162
• Monoisotopic Mass: 665.22671779
• SMILES: CC(=O)N[C@@H](Cc1ccc(c(c1)P(=O)(O)O)P(=O)(O)O)C(=O)N[C@@H]1CCCCc2cc(OCC3CCCCC3)c(cc12)C(=O)N
• Canonical SMILES: CC(=O)N[C@H](C(=O)N[C@@H]1CCCCc2c1cc(C(=O)N)c(c2)OCC1CCCCC1)Cc1ccc(c(c1)P(=O)(O)O)P(=O)(O)O
• InChI: InChI=1S/C30H41N3O10P2/c1-18(34)32-25(13-20-11-12-27(44(37,38)39)28(14-20)45(40,41)42)30(36)33-24-10-6-5-9-21-15-26(23(29(31)35)16-22(21)24)43-17-19-7-3-2-4-8-19/h11-12,14-16,19,24-25H,2-10,13,17H2,1H3,(H2,31,35)(H,32,34)(H,33,36)(H2,37,38,39)(H2,40,41,42)/t24-,25+/m1/s1
• InChIKey: SPSGYTWOIGAABK-RPBOFIJWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {4-[(2S)-2-{[(5R)-3-carbamoyl-2-(cyclohexylmethoxy)-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-yl]carbamoyl}-2-acetamidoethyl]-2-phosphonophenyl}phosphonic acid
• IUPAC Traditional name: 4-[(2S)-2-{[(5R)-3-carbamoyl-2-(cyclohexylmethoxy)-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-yl]carbamoyl}-2-acetamidoethyl]-2-phosphonophenylphosphonic acid
• Synonyms: {4-[2-Acetylamino-2-(3-Carbamoyl-2-Cyclohexylmethoxy-6,7,8,9-Tetrahydro-5h-Benzocyclohepten-5ylcarbamoyl)-Ethyl]-2-Phosphono-Phenyl}-Phosphonic Acid

Database IDs

• PubChem SID: 160965057; 46506466
• PubChem CID: 9896036

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.2694588
• H Acceptors: 10
• H Donor: 7
• LogD (pH = 5.5): -4.002589
• LogD (pH = 7.4): -5.2388496
• Log P: 0.5392
• Molar Refractivity: 166.3378 cm^3
• Polarizability: 64.125626 Å^3
• Polar Surface Area: 225.58 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 1.25
• LOG S: -4.82
• Solubility (Water): 1.01e-02 g/l

DETAILS

DrugBank - DB01830

Drug information: experimental