(3R)-5-methyl-3-{[(10S)-9-oxo-1,8-diazatricyclo[10.6.1.0^{13,18}]nonadeca-12(19),13,15,17-tetraen-10-yl]carbamoyl}hexanoic acid

• ChemBase ID: 6105
• Molecular Formular: C25H35N3O4
• Molecular Mass: 441.5631
• Monoisotopic Mass: 441.26275662
• SMILES: C(=O)(O)C[C@H](C(=O)N[C@@H]1C(=O)NCCCCCCn2cc(C1)c1c2cccc1)CC(C)C
• Canonical SMILES: CC(C[C@@H](C(=O)N[C@H]1Cc2cn(c3c2cccc3)CCCCCCNC1=O)CC(=O)O)C
• InChI: InChI=1S/C25H35N3O4/c1-17(2)13-18(15-23(29)30)24(31)27-21-14-19-16-28(22-10-6-5-9-20(19)22)12-8-4-3-7-11-26-25(21)32/h5-6,9-10,16-18,21H,3-4,7-8,11-15H2,1-2H3,(H,26,32)(H,27,31)(H,29,30)/t18-,21+/m1/s1
• InChIKey: AKWKBACKRMYPRV-NQIIRXRSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R)-5-methyl-3-{[(10S)-9-oxo-1,8-diazatricyclo[10.6.1.0^{13,18}]nonadeca-12(19),13,15,17-tetraen-10-yl]carbamoyl}hexanoic acid
• IUPAC Traditional name: (3R)-5-methyl-3-{[(10S)-9-oxo-1,8-diazatricyclo[10.6.1.0^{13,18}]nonadeca-12(19),13,15,17-tetraen-10-yl]carbamoyl}hexanoic acid
• Synonyms: 5-METHYL-3-(9-OXO-1,8-DIAZA-TRICYCLO[10.6.1.013,18]NONADECA-12(19),13,15,17-TETRAEN-10-YLCARBAMOYL)-HEXANOIC ACID

Database IDs

• PubChem SID: 99444964; 160969530
• PubChem CID: 5289314

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.4417634
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.3813896
• LogD (pH = 7.4): 0.6191092
• Log P: 3.4745734
• Molar Refractivity: 123.2236 cm^3
• Polarizability: 48.95054 Å^3
• Polar Surface Area: 100.43 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.32
• LOG S: -4.59
• Solubility (Water): 1.13e-02 g/l

DETAILS

DrugBank - DB08493

Drug information: experimental