5-[(2-{2-[2-(2-{2-[2-(5-carbamimidamido-2-{2-[2-({4-[(E)-2-[4-(dimethylamino)phenyl]diazen-1-yl]phenyl}formamido)acetamido]-4-methylpentanamido}pentanamido)-3-hydroxybutanamido]-4-carbamoylbutanamido}-3-hydroxypropanamido)-3-phenylpropanamido]-3-hydroxypropanamido}ethyl)amino]naphthalene-1-sulfonic acid

• ChemBase ID: 132133
• Molecular Formular: C65H87N17O16S
• Molecular Mass: 1394.55558
• Monoisotopic Mass: 1393.62374079
• SMILES: CC(C)CC(C(=O)NC(CCCNC(=N)N)C(=O)NC(C(C)O)C(=O)NC(CCC(=O)N)C(=O)NC(CO)C(=O)NC(Cc1ccccc1)C(=O)NC(CO)C(=O)NCCNc1cccc2c1cccc2S(=O)(=O)O)NC(=O)CNC(=O)c1ccc(cc1)/N=N/c1ccc(cc1)N(C)C
• Canonical SMILES: OCC(C(=O)NC(C(=O)NC(C(=O)NCCNc1cccc2c1cccc2S(=O)(=O)O)CO)Cc1ccccc1)NC(=O)C(NC(=O)C(C(O)C)NC(=O)C(NC(=O)C(NC(=O)CNC(=O)c1ccc(cc1)/N=N/c1ccc(cc1)N(C)C)CC(C)C)CCCNC(=N)N)CCC(=O)N
• InChI: InChI=1S/C65H87N17O16S/c1-37(2)32-49(73-55(87)34-72-57(88)40-19-21-41(22-20-40)80-81-42-23-25-43(26-24-42)82(4)5)61(92)74-47(17-11-29-71-65(67)68)60(91)79-56(38(3)85)64(95)75-48(27-28-54(66)86)59(90)78-52(36-84)63(94)76-50(33-39-12-7-6-8-13-39)62(93)77-51(35-83)58(89)70-31-30-69-46-16-9-15-45-44(46)14-10-18-53(45)99(96,97)98/h6-10,12-16,18-26,37-38,47-52,56,69,83-85H,11,17,27-36H2,1-5H3,(H2,66,86)(H,70,89)(H,72,88)(H,73,87)(H,74,92)(H,75,95)(H,76,94)(H,77,93)(H,78,90)(H,79,91)(H4,67,68,71)(H,96,97,98)/b81-80+
• InChIKey: YZRDOCLVPQYVOE-ZGOGYYKMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(2-{2-[2-(2-{2-[2-(5-carbamimidamido-2-{2-[2-({4-[(E)-2-[4-(dimethylamino)phenyl]diazen-1-yl]phenyl}formamido)acetamido]-4-methylpentanamido}pentanamido)-3-hydroxybutanamido]-4-carbamoylbutanamido}-3-hydroxypropanamido)-3-phenylpropanamido]-3-hydroxypropanamido}ethyl)amino]naphthalene-1-sulfonic acid
• IUPAC Traditional name: 5-[(2-{2-[2-(2-{2-[2-(5-carbamimidamido-2-{2-[2-({4-[(E)-2-[4-(dimethylamino)phenyl]diazen-1-yl]phenyl}formamido)acetamido]-4-methylpentanamido}pentanamido)-3-hydroxybutanamido]-4-carbamoylbutanamido}-3-hydroxypropanamido)-3-phenylpropanamido]-3-hydroxypropanamido}ethyl)amino]naphthalene-1-sulfonic acid
• Synonyms: DABCYL-Gly-Leu-Arg-Thr-Gln-Ser-Phe-Ser-EDANS

Database IDs

• CAS Number: 145682-87-7
• MDL Number: MFCD00153950
• PubChem SID: 24893721; 162226410
• PubChem CID: 25084231

CALCULATED PROPERTIES

• Acid pKa: -1.7321771
• H Acceptors: 23
• H Donor: 18
• LogD (pH = 5.5): -2.1455715
• LogD (pH = 7.4): -2.1306794
• Log P: -2.130666
• Molar Refractivity: 377.4024 cm^3
• Polarizability: 140.24954 Å^3
• Polar Surface Area: 521.94 Å^2
• Rotatable Bonds: 39
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

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

DETAILS

Sigma Aldrich - D2921

Other Notes
DABCYL = 4-(4-Dimethylaminophenylazo)benzoyl
Substrates
Fluorogenic substrate for the 3C protease of hepatitis A virus.