methyl (15S,16R,18R)-16-methoxy-4,15-dimethyl-3-oxo-28-oxa-4,14,19-triazaoctacyclo[12.11.2.115,18.02,6.07,27.08,13.019,26.020,25]octacosa-1(26),2(6),7(27),8,10,12,20(25),21,23-nonaene-16-carboxylate

• ChemBase ID: 155690
• Molecular Formular: C29H25N3O5
• Molecular Mass: 495.5259
• Monoisotopic Mass: 495.17942092
• SMILES: C[C@@]12[C@](C[C@H](O1)n1c3ccccc3c3c1c1n2c2ccccc2c1c1c3C(=O)N(C1)C)(C(=O)OC)OC
• Canonical SMILES: COC(=O)[C@@]1(OC)C[C@@H]2O[C@]1(C)n1c3ccccc3c3c1c1n2c2ccccc2c1c1c3CN(C1=O)C
• InChI: InChI=1S/C29H25N3O5/c1-28-29(36-4,27(34)35-3)13-20(37-28)31-18-11-7-5-9-15(18)22-23-17(14-30(2)26(23)33)21-16-10-6-8-12-19(16)32(28)25(21)24(22)31/h5-12,20H,13-14H2,1-4H3/t20?,28-,29-/m0/s1
• InChIKey: QTYMDECKVKSGSM-ACVHLROOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (15S,16R,18R)-16-methoxy-4,15-dimethyl-3-oxo-28-oxa-4,14,19-triazaoctacyclo[12.11.2.1^1^5,^1^8.0^2,^6.0^7,^2^7.0^8,^1^3.0^1^9,^2^6.0^2^0,^2^5]octacosa-1(26),2(6),7(27),8,10,12,20(25),21,23-nonaene-16-carboxylate
• IUPAC Traditional name: methyl (15S,16R,18R)-16-methoxy-4,15-dimethyl-3-oxo-28-oxa-4,14,19-triazaoctacyclo[12.11.2.1^1^5,^1^8.0^2,^6.0^7,^2^7.0^8,^1^3.0^1^9,^2^6.0^2^0,^2^5]octacosa-1(26),2(6),7(27),8,10,12,20(25),21,23-nonaene-16-carboxylate
• Synonyms: KT 5823

Database IDs

• CAS Number: 126643-37-6
• MDL Number: MFCD09878278
• PubChem SID: 162249828; 24896206
• PubChem CID: 108152

CALCULATED PROPERTIES

• Acid pKa: 14.742353
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 4.35001
• LogD (pH = 7.4): 4.35001
• Log P: 4.35001
• Molar Refractivity: 135.7677 cm^3
• Polarizability: 56.989178 Å^3
• Polar Surface Area: 74.93 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: ethyl acetate: soluble5 mg/mL
• Apperance: white lyophilized powder

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥85% (HPLC)
• Empirical Formula (Hill Notation): C29H25N3O5

DETAILS

Sigma Aldrich - K1388

Biochem/physiol Actions
Selective inhibitor of PKG.