1-[(4aR,9bS)-2,8-dimethyl-1H,2H,3H,4H,4aH,5H,9bH-pyrido[4,3-b]indol-5-yl]-2-{[1-(4-chlorophenyl)-1H-1,2,3,4-tetrazol-5-yl]sulfanyl}ethan-1-one

• ChemBase ID: 154929
• Molecular Formular: C22H23ClN6OS
• Molecular Mass: 454.97562
• Monoisotopic Mass: 454.13425807
• SMILES: Cc1ccc2c(c1)[C@H]1CN(CC[C@H]1N2C(=O)CSc1nnnn1c1ccc(cc1)Cl)C
• Canonical SMILES: CN1CC[C@@H]2[C@H](C1)c1cc(C)ccc1N2C(=O)CSc1nnnn1c1ccc(cc1)Cl
• InChI: InChI=1S/C22H23ClN6OS/c1-14-3-8-19-17(11-14)18-12-27(2)10-9-20(18)28(19)21(30)13-31-22-24-25-26-29(22)16-6-4-15(23)5-7-16/h3-8,11,18,20H,9-10,12-13H2,1-2H3/t18-,20-/m1/s1
• InChIKey: GJNBAISSZRNGTM-UYAOXDASSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(4aR,9bS)-2,8-dimethyl-1H,2H,3H,4H,4aH,5H,9bH-pyrido[4,3-b]indol-5-yl]-2-{[1-(4-chlorophenyl)-1H-1,2,3,4-tetrazol-5-yl]sulfanyl}ethan-1-one
• IUPAC Traditional name: 1-[(4aR,9bS)-2,8-dimethyl-1H,3H,4H,4aH,9bH-pyrido[4,3-b]indol-5-yl]-2-{[1-(4-chlorophenyl)-1,2,3,4-tetrazol-5-yl]sulfanyl}ethanone
• Synonyms: cis-2-[[1-(4-Chlorophenyl)-1H-tetrazol-5-yl]thio]-1-(1,2,3,4,4a,9b-hexahydro-2,8-dimethyl-5H-pyrido[4,3-b]indol-5-yl)-ethanone; cis-5-({[1-(4-chlorophenyl)-1H-tetraazol-5-yl]sulfanyl}acetyl)-2,8-dimethyl-2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indole; AG-205

Database IDs

• PubChem SID: 162249067
• PubChem CID: 1202545

CALCULATED PROPERTIES

• Acid pKa: 14.507841
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 0.8705225
• LogD (pH = 7.4): 2.6431448
• Log P: 3.5723085
• Molar Refractivity: 126.601 cm^3
• Polarizability: 47.949814 Å^3
• Polar Surface Area: 67.15 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >9 mg/mL (warmed)
• Apperance: off-white to brown powder

Safety Information

• Storage Condition: desiccated
• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C22H23ClN6OS

DETAILS

Sigma Aldrich - A1487

Biochem/physiol Actions
AG-205 is a Pgrmc1 (progesterone receptor membrane component 1) inhibitor. AG-205 alters the spectroscopic properties of the Pgrmc1-heme complex. AG-205 inhibits cancer cell viability and cancer cell progression. acting preferentially on Pgrmc1-expressing cells.