3-[(2S)-2-methyl-3,5-dioxo-4,6,16-triazatetracyclo[7.7.0.02,6.010,15]hexadeca-1(9),10,12,14-tetraen-4-yl]benzoic acid

• ChemBase ID: 203478
• Molecular Formular: C21H17N3O4
• Molecular Mass: 375.37738
• Monoisotopic Mass: 375.12190604
• SMILES: [C@]12(N(C(=O)N(C1=O)c1cc(C(=O)O)ccc1)CCc1c2[nH]c2c1cccc2)C
• Canonical SMILES: OC(=O)c1cccc(c1)N1C(=O)N2[C@@](C1=O)(C)c1[nH]c3c(c1CC2)cccc3
• InChI: InChI=1S/C21H17N3O4/c1-21-17-15(14-7-2-3-8-16(14)22-17)9-10-23(21)20(28)24(19(21)27)13-6-4-5-12(11-13)18(25)26/h2-8,11,22H,9-10H2,1H3,(H,25,26)/t21-/m0/s1
• InChIKey: KWPKGKJDUAFHJH-NRFANRHFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2S)-2-methyl-3,5-dioxo-4,6,16-triazatetracyclo[7.7.0.0^2,^6.0^1^0,^1^5]hexadeca-1(9),10,12,14-tetraen-4-yl]benzoic acid
• IUPAC Traditional name: 3-[(2S)-2-methyl-3,5-dioxo-4,6,16-triazatetracyclo[7.7.0.0^2,^6.0^1^0,^1^5]hexadeca-1(9),10,12,14-tetraen-4-yl]benzoic acid

Database IDs

• PubChem SID: 164259388
• PubChem CID: 6571216

CALCULATED PROPERTIES

• Acid pKa: 3.8877292
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.1229951
• LogD (pH = 7.4): -0.47936767
• Log P: 2.74052
• Molar Refractivity: 101.2181 cm^3
• Polarizability: 39.434742 Å^3
• Polar Surface Area: 93.71 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds