(2R)-2-({4-[(2S)-1-(2-amino-4-hydroxyquinazolin-6-yl)-3-[({[(2R,3R,4R,5S)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]carbamoyl}methyl)amino]-2-hydroxypropan-2-yl]phenyl}formamido)pentanedioic acid

• ChemBase ID: 2508
• Molecular Formular: C30H37N6O15P
• Molecular Mass: 752.619741
• Monoisotopic Mass: 752.20545114
• SMILES: Nc1nc(O)c2cc(C[C@@](O)(CNCC(=O)N[C@@H]3O[C@@H](COP(=O)(O)O)[C@H](O)[C@H]3O)c3ccc(cc3)C(=O)N[C@H](CCC(=O)O)C(=O)O)ccc2n1
• Canonical SMILES: O=C(N[C@@H]1O[C@H]([C@@H]([C@H]1O)O)COP(=O)(O)O)CNC[C@@](c1ccc(cc1)C(=O)N[C@@H](C(=O)O)CCC(=O)O)(Cc1ccc2c(c1)c(O)nc(n2)N)O
• InChI: InChI=1S/C30H37N6O15P/c31-29-34-18-6-1-14(9-17(18)26(43)36-29)10-30(46,16-4-2-15(3-5-16)25(42)33-19(28(44)45)7-8-22(38)39)13-32-11-21(37)35-27-24(41)23(40)20(51-27)12-50-52(47,48)49/h1-6,9,19-20,23-24,27,32,40-41,46H,7-8,10-13H2,(H,33,42)(H,35,37)(H,38,39)(H,44,45)(H2,47,48,49)(H3,31,34,36,43)/t19-,20+,23+,24-,27-,30-/m1/s1
• InChIKey: QZUCAWXKEZPFBV-RCQHZQLASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-({4-[(2S)-1-(2-amino-4-hydroxyquinazolin-6-yl)-3-[({[(2R,3R,4R,5S)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]carbamoyl}methyl)amino]-2-hydroxypropan-2-yl]phenyl}formamido)pentanedioic acid
• IUPAC Traditional name: (2R)-2-({4-[(2S)-1-(2-amino-4-hydroxyquinazolin-6-yl)-3-[({[(2R,3R,4R,5S)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]carbamoyl}methyl)amino]-2-hydroxypropan-2-yl]phenyl}formamido)pentanedioic acid
• Synonyms: N-[5'-O-Phosphono-Ribofuranosyl]-2-[2-Hydroxy-2-[4-[Glutamic Acid]-N-Carbonylphenyl]-3-[2-Amino-4-Hydroxy-Quinazolin-6-Yl]-Propanylamino]-Acetamide

Database IDs

• PubChem SID: 46508046; 160965958
• PubChem CID: 46936493

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.0964665
• H Acceptors: 18
• H Donor: 12
• LogD (pH = 5.5): -7.5690265
• LogD (pH = 7.4): -11.168677
• Log P: -3.347776
• Molar Refractivity: 174.929 cm^3
• Polarizability: 68.71819 Å^3
• Polar Surface Area: 353.54 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.9
• LOG S: -4.15
• Solubility (Water): 5.28e-02 g/l

DETAILS

DrugBank - DB02794

Drug information: experimental