(13R,15S)-13-methyl-16-oxa-8,9,12,22,24-pentaazahexacyclo[15.6.2.1^{6,9}.1^{12,15}.0^{2,7}.0^{21,25}]heptacosa-1(24),2(7),3,5,17(25),18,20-heptaene-23,27-dione

• ChemBase ID: 4543
• Molecular Formular: C22H21N5O3
• Molecular Mass: 403.43384
• Monoisotopic Mass: 403.16443956
• SMILES: C[C@H]1N2C[C@H](C1)Oc1c3c(ccc1)[nH]c(=O)c(n3)c1c3c(c(=O)n([nH]3)CC2)ccc1
• Canonical SMILES: C[C@@H]1C[C@H]2CN1CCn1[nH]c3c(c1=O)cccc3c1nc3c(O2)cccc3[nH]c1=O
• InChI: InChI=1S/C22H21N5O3/c1-12-10-13-11-26(12)8-9-27-22(29)15-5-2-4-14(18(15)25-27)19-21(28)23-16-6-3-7-17(30-13)20(16)24-19/h2-7,12-13,25H,8-11H2,1H3,(H,23,28)/t12-,13+/m1/s1
• InChIKey: KBLPHMRCKHFBJB-OLZOCXBDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (13R,15S)-13-methyl-16-oxa-8,9,12,22,24-pentaazahexacyclo[15.6.2.1^{6,9}.1^{12,15}.0^{2,7}.0^{21,25}]heptacosa-1(24),2(7),3,5,17(25),18,20-heptaene-23,27-dione
• IUPAC Traditional name: (13R,15S)-13-methyl-16-oxa-8,9,12,22,24-pentaazahexacyclo[15.6.2.1^{6,9}.1^{12,15}.0^{2,7}.0^{21,25}]heptacosa-1(24),2(7),3,5,17(25),18,20-heptaene-23,27-dione
• Synonyms: (13R,15S)-13-METHYL-16-OXA-8,9,12,22,24-PENTAAZAHEXACYCLO[15.6.2.16,9.1,12,15.0,2,7.0,21,25]HEPTACOSA-1(24),2,4,6,17(25),18,20-HEPTAENE-23,26-DIONE

Database IDs

• PubChem SID: 99443359; 160967975
• PubChem CID: 16046126

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.565988
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 0.121505424
• LogD (pH = 7.4): 1.8300312
• Log P: 2.144566
• Molar Refractivity: 116.317 cm^3
• Polarizability: 41.66402 Å^3
• Polar Surface Area: 86.27 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.86
• LOG S: -3.08
• Solubility (Water): 3.35e-01 g/l

DETAILS

DrugBank - DB06888

Drug information: experimental