(2S)-N-[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-5-amino-1-{[(1S)-1-{[(1S)-5-amino-1-{[(1S)-5-amino-1-{[(1S)-1-{[(1S)-1-{[(1S)-5-amino-1-{[(1S)-5-amino-1-{[(1S)-5-amino-1-{[(1S)-5-amino-1-{[(1S)-5-amino-1-{[(1S)-1-carbamoyl-2-(1H-imidazol-4-yl)ethyl]carbamoyl}pentyl]carbamoyl}pentyl]carbamoyl}pentyl]carbamoyl}pentyl]carbamoyl}pentyl]carbamoyl}-4-carbamimidamidobutyl]carbamoyl}-3-methylbutyl]carbamoyl}pentyl]carbamoyl}pentyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}pentyl]carbamoyl}-3-(methylsulfanyl)propyl]carbamoyl}-4-carbamimidamidobutyl]carbamoyl}-4-carbamimidamidobutyl]carbamoyl}-2-carbamoylethyl]-2-[(2S)-2-[(2S)-2-[(2S,3S)-2-[(2S)-6-amino-2-[(2S,3S)-2-[(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-4-carbamoylbutanamido]-3-methylpentanamido]hexanamido]-3-methylpentanamido]-3-(1H-indol-3-yl)propanamido]-3-phenylpropanamido]pentanediamide; trifluoroacetic acid

• ChemBase ID: 154023
• Molecular Formular: C154H260F3N53O29S
• Molecular Mass: 3407.1101096
• Monoisotopic Mass: 3405.01723523
• SMILES: CC[C@H](C)[C@@H](C(=O)N[C@@H](CCCCN)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CCCNC(=N)N)N.C(=O)(C(F)(F)F)O
• Canonical SMILES: OC(=O)C(F)(F)F.NCCCC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N)Cc1nc[nH]c1)CCCCN)CCCCN)CCCCN)CCCCN)CCCCN)CCCNC(=N)N)CC(C)C)CCCCN)CCCCN)Cc1c[nH]c2c1cccc2)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@H]([C@H](CC)C)NC(=O)[C@@H](NC(=O)[C@H]([C@H](CC)C)NC(=O)[C@@H](NC(=O)[C@H](CCCNC(=N)N)N)CCC(=O)N)CCCCN)Cc1ccccc1)CCC(=O)N)CC(=O)N)CCCNC(=N)N)CCCNC(=N)N)CCSC
• InChI: InChI=1S/C152H259N53O27S.C2HF3O2/c1-8-88(5)123(205-141(225)112(59-61-121(164)207)183-126(210)96(162)43-35-72-176-149(167)168)147(231)197-107(54-25-34-71-161)140(224)204-124(89(6)9-2)148(232)203-118(80-92-84-181-98-45-16-14-42-95(92)98)145(229)200-116(78-90-39-11-10-12-40-90)143(227)195-111(58-60-120(163)206)138(222)202-119(82-122(165)208)146(230)194-110(57-38-75-179-152(173)174)133(217)191-108(55-36-73-177-150(169)170)134(218)196-113(62-76-233-7)139(223)190-106(53-24-33-70-160)137(221)201-117(79-91-83-180-97-44-15-13-41-94(91)97)144(228)192-103(50-21-30-67-157)131(215)189-105(52-23-32-69-159)136(220)199-115(77-87(3)4)142(226)193-109(56-37-74-178-151(171)172)132(216)187-102(49-20-29-66-156)129(213)185-100(47-18-27-64-154)127(211)184-99(46-17-26-63-153)128(212)186-101(48-19-28-65-155)130(214)188-104(51-22-31-68-158)135(219)198-114(125(166)209)81-93-85-175-86-182-93;3-2(4,5)1(6)7/h10-16,39-42,44-45,83-89,96,99-119,123-124,180-181H,8-9,17-38,43,46-82,153-162H2,1-7H3,(H2,163,206)(H2,164,207)(H2,165,208)(H2,166,209)(H,175,182)(H,183,210)(H,184,211)(H,185,213)(H,186,212)(H,187,216)(H,188,214)(H,189,215)(H,190,223)(H,191,217)(H,192,228)(H,193,226)(H,194,230)(H,195,227)(H,196,218)(H,197,231)(H,198,219)(H,199,220)(H,200,229)(H,201,221)(H,202,222)(H,203,232)(H,204,224)(H,205,225)(H4,167,168,176)(H4,169,170,177)(H4,171,172,178)(H4,173,174,179);(H,6,7)/t88-,89-,96-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,111-,112-,113-,114-,115-,116-,117-,118-,119-,123-,124-;/m0./s1
• InChIKey: PCMKIQVMZMXITD-NJSQNNBPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-5-amino-1-{[(1S)-1-{[(1S)-5-amino-1-{[(1S)-5-amino-1-{[(1S)-1-{[(1S)-1-{[(1S)-5-amino-1-{[(1S)-5-amino-1-{[(1S)-5-amino-1-{[(1S)-5-amino-1-{[(1S)-5-amino-1-{[(1S)-1-carbamoyl-2-(1H-imidazol-4-yl)ethyl]carbamoyl}pentyl]carbamoyl}pentyl]carbamoyl}pentyl]carbamoyl}pentyl]carbamoyl}pentyl]carbamoyl}-4-carbamimidamidobutyl]carbamoyl}-3-methylbutyl]carbamoyl}pentyl]carbamoyl}pentyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}pentyl]carbamoyl}-3-(methylsulfanyl)propyl]carbamoyl}-4-carbamimidamidobutyl]carbamoyl}-4-carbamimidamidobutyl]carbamoyl}-2-carbamoylethyl]-2-[(2S)-2-[(2S)-2-[(2S,3S)-2-[(2S)-6-amino-2-[(2S,3S)-2-[(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-4-carbamoylbutanamido]-3-methylpentanamido]hexanamido]-3-methylpentanamido]-3-(1H-indol-3-yl)propanamido]-3-phenylpropanamido]pentanediamide; trifluoroacetic acid
• IUPAC Traditional name: (2S)-N-[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-5-amino-1-{[(1S)-1-{[(1S)-5-amino-1-{[(1S)-5-amino-1-{[(1S)-1-{[(1S)-1-{[(1S)-5-amino-1-{[(1S)-5-amino-1-{[(1S)-5-amino-1-{[(1S)-5-amino-1-{[(1S)-5-amino-1-{[(1S)-1-carbamoyl-2-(1H-imidazol-4-yl)ethyl]carbamoyl}pentyl]carbamoyl}pentyl]carbamoyl}pentyl]carbamoyl}pentyl]carbamoyl}pentyl]carbamoyl}-4-carbamimidamidobutyl]carbamoyl}-3-methylbutyl]carbamoyl}pentyl]carbamoyl}pentyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}pentyl]carbamoyl}-3-(methylsulfanyl)propyl]carbamoyl}-4-carbamimidamidobutyl]carbamoyl}-4-carbamimidamidobutyl]carbamoyl}-2-carbamoylethyl]-2-[(2S)-2-[(2S)-2-[(2S,3S)-2-[(2S)-6-amino-2-[(2S,3S)-2-[(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-4-carbamoylbutanamido]-3-methylpentanamido]hexanamido]-3-methylpentanamido]-3-(1H-indol-3-yl)propanamido]-3-phenylpropanamido]pentanediamide; trifluoroacetic acid
• Synonyms: Drosophila Antennapedia homeodomain (43-58); DT-3 trifluoroacetate salt; DT-3 三氟乙酸盐

Database IDs

• CAS Number: 329306-46-9(freeacid)
• MDL Number: MFCD11114382
• PubChem SID: 162248162
• PubChem CID: 71311776

CALCULATED PROPERTIES

• H Acceptors: 50
• H Donor: 52
• LogD (pH = 5.5): -34.776367
• LogD (pH = 7.4): -33.084206
• Log P: -13.018749
• Molar Refractivity: 913.737 cm^3
• Polarizability: 343.56174 Å^3
• Polar Surface Area: 1409.72 Å^2
• Rotatable Bonds: 125
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: white lyophilized powder

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥95% (HPLC)
• Compostion: Peptide content, ~64%
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C152H259N53O27S · xC2HF3O2

DETAILS

Sigma Aldrich - D0569

Amino Acid Sequence
Arg-Gln-Ile-Lys-Ile-Trp-Phe-Gln-Asn-Arg-Arg-Met-Lys-Trp-Lys-Lys-Leu-Arg-Lys-Lys-Lys-Lys-Lys-His-NH2
Biochem/physiol Actions
Cell permeable cGMP-dependent protein kinase type Ia (PKG) inhibitor