2,3,4,5,6-pentahydroxycyclohexyl 6-bromo-6'a,9'-dihydroxy-9'-methyl-1',2,3',10'-tetraoxo-1,1',2,2',3',4',5',6',6'a,7',9',10'-dodecahydrospiro[indole-3,8'-pyrido[1,2-f]pteridine]-7'-carboxylate

• ChemBase ID: 129674
• Molecular Formular: C25H26BrN5O13
• Molecular Mass: 684.40364
• Monoisotopic Mass: 683.07104792
• SMILES: CC1(C(=O)N2c3c(NCC2(C(C21c1c(cc(cc1)Br)NC2=O)C(=O)OC1C(C(C(C(C1O)O)O)O)O)O)[nH]c(=O)[nH]c3=O)O
• Canonical SMILES: O=C(C1C2(O)CNc3c(N2C(=O)C(C21C(=O)Nc1c2ccc(c1)Br)(C)O)c(=O)[nH]c(=O)[nH]3)OC1C(O)C(O)C(C(C1O)O)O
• InChI: InChI=1S/C25H26BrN5O13/c1-23(42)21(40)31-9-17(29-22(41)30-18(9)37)27-5-24(31,43)16(25(23)7-3-2-6(26)4-8(7)28-20(25)39)19(38)44-15-13(35)11(33)10(32)12(34)14(15)36/h2-4,10-16,32-36,42-43H,5H2,1H3,(H,28,39)(H3,27,29,30,37,41)
• InChIKey: BYUCWVNHAZPTMA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3,4,5,6-pentahydroxycyclohexyl 6-bromo-6'a,9'-dihydroxy-9'-methyl-1',2,3',10'-tetraoxo-1,1',2,2',3',4',5',6',6'a,7',9',10'-dodecahydrospiro[indole-3,8'-pyrido[1,2-f]pteridine]-7'-carboxylate
• IUPAC Traditional name: surugatoxin
• Synonyms: Surugatoxin

Database IDs

• CAS Number: 40957-92-4
• PubChem SID: 162223963
• PubChem CID: 3034617; 13870821
• Chemspider ID: 10472966
• Wikipedia Title: Surugatoxin

CALCULATED PROPERTIES

• Acid pKa: 8.862754
• H Acceptors: 13
• H Donor: 11
• LogD (pH = 5.5): -4.2746673
• LogD (pH = 7.4): -4.2887173
• Log P: -4.2741704
• Molar Refractivity: 153.4083 cm^3
• Polarizability: 56.157486 Å^3
• Polar Surface Area: 287.55 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false