(5S,18R,19S)-31-oxo-20-oxa-2,6,11,13-tetraazahexacyclo[19.6.2.1^{2,5}.1^{15,19}.0^{9,13}.0^{24,28}]hentriaconta-1(28),9,11,15,21(29),22,24,26-octaene-18-carbonitrile

• ChemBase ID: 6279
• Molecular Formular: C27H27N5O2
• Molecular Mass: 453.53558
• Monoisotopic Mass: 453.21647513
• SMILES: c12c3N4C(=O)[C@H](CC4)NCCc4n(CC5=CC[C@@H]([C@@H](Oc(c2)ccc1ccc3)C5)C#N)cnc4
• Canonical SMILES: N#C[C@H]1CC=C2C[C@@H]1Oc1ccc3c(c1)c(ccc3)N1CC[C@@H](C1=O)NCCc1n(C2)cnc1
• InChI: InChI=1S/C27H27N5O2/c28-14-20-5-4-18-12-26(20)34-22-7-6-19-2-1-3-25(23(19)13-22)32-11-9-24(27(32)33)30-10-8-21-15-29-17-31(21)16-18/h1-4,6-7,13,15,17,20,24,26,30H,5,8-12,16H2/t20-,24+,26+/m1/s1
• InChIKey: GBEQWWUQNVMGMR-PSUQPPDWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5S,18R,19S)-31-oxo-20-oxa-2,6,11,13-tetraazahexacyclo[19.6.2.1^{2,5}.1^{15,19}.0^{9,13}.0^{24,28}]hentriaconta-1(28),9,11,15,21(29),22,24,26-octaene-18-carbonitrile
• IUPAC Traditional name: (5S,18R,19S)-31-oxo-20-oxa-2,6,11,13-tetraazahexacyclo[19.6.2.1^{2,5}.1^{15,19}.0^{9,13}.0^{24,28}]hentriaconta-1(28),9,11,15,21(29),22,24,26-octaene-18-carbonitrile
• Synonyms: (20S)-19,20,22,23-TETRAHYDRO-19-OXO-5H,21H-18,20-ETHANO-12,14-ETHENO-6,10-METHENOBENZ[D]IMIDAZO[4,3-L][1,6,9,13]OXATRIAZACYCLONOADECOSINE-9-CARBONITRILE

Database IDs

• PubChem SID: 162103467
• PubChem CID: 46937173

CALCULATED PROPERTIES

JChem

• Acid pKa: 17.658688
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.54585534
• LogD (pH = 7.4): 1.2699485
• Log P: 1.6804262
• Molar Refractivity: 129.9247 cm^3
• Polarizability: 50.75946 Å^3
• Polar Surface Area: 83.18 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.43
• LOG S: -3.59
• Solubility (Water): 1.16e-01 g/l

DETAILS

DrugBank - DB08676

Drug information: experimental