(3S,4S,7S,8R,11S,12R,15S)-8-ethynyl-3,7-dimethyl-18,20,27-triazaheptacyclo[15.11.0.03,15.04,12.07,11.019,27.021,26]octacosa-1(28),17,19,21,23,25-hexaen-8-ol hydrate

• ChemBase ID: 132485
• Molecular Formular: C29H35N3O2
• Molecular Mass: 457.6071
• Monoisotopic Mass: 457.27292738
• SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C#C)O)CC[C@@H]1[C@@]3(Cc2cn3c4ccccc4nc3nc2C1)C.O
• Canonical SMILES: C#C[C@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@]1(C)Cc1cn3c(nc1C2)nc1c3cccc1.O
• InChI: InChI=1S/C29H33N3O.H2O/c1-4-29(33)14-12-22-20-10-9-19-15-24-18(16-27(19,2)21(20)11-13-28(22,29)3)17-32-25-8-6-5-7-23(25)30-26(32)31-24;/h1,5-8,17,19-22,33H,9-16H2,2-3H3;1H2/t19-,20+,21-,22-,27-,28-,29-;/m0./s1
• InChIKey: RGVGINOANKXLLR-GCGDSGHKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4S,7S,8R,11S,12R,15S)-8-ethynyl-3,7-dimethyl-18,20,27-triazaheptacyclo[15.11.0.0^3,^1^5.0^4,^1^2.0^7,^1^1.0^1^9,^2^7.0^2^1,^2^6]octacosa-1(28),17,19,21,23,25-hexaen-8-ol hydrate
• IUPAC Traditional name: (3S,4S,7S,8R,11S,12R,15S)-8-ethynyl-3,7-dimethyl-18,20,27-triazaheptacyclo[15.11.0.0^3,^1^5.0^4,^1^2.0^7,^1^1.0^1^9,^2^7.0^2^1,^2^6]octacosa-1(28),17,19,21,23,25-hexaen-8-ol hydrate
• Synonyms: 17-β-Hydroxy-17-α-ethynyl-5-α-androstano[3,2-β]pyrimido[1,2-α]benzimidazole; WIN 51708 hydrate

Database IDs

• CAS Number: 144177-30-0(anhydrous)
• MDL Number: MFCD11045993
• PubChem SID: 162226762; 24900776
• PubChem CID: 71308567

CALCULATED PROPERTIES

• Acid pKa: 17.594933
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.6068807
• LogD (pH = 7.4): 4.6130295
• Log P: 4.6131086
• Molar Refractivity: 130.6292 cm^3
• Polarizability: 51.38596 Å^3
• Polar Surface Area: 50.42 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL; H2O: insoluble
• Apperance: yellow solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: rat ... Tacr1(24807)

DETAILS

Sigma Aldrich - W103

Biochem/physiol Actions
WIN 51708 hydrate is a non-peptide NK1 tachykinin receptor antagonist.