(2S)-6-amino-2-{2-[(2S,3R)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-(2-{[(2S)-1-[(2S)-2-[(2S)-2-[(2S,3R)-2-[(2S)-2-[(2S,3S)-2-[(2S)-2-{2-[(2S)-2-[(2S,3R)-2-[(2S)-2-[(2S)-2-amino-4-carbamoylbutanamido]propanamido]-3-hydroxybutanamido]-3-methylbutanamido]acetamido}-3-carboxypropanamido]-3-methylpentanamido]-3-carbamoylpropanamido]-3-hydroxybutanamido]-4-carboxybutanamido]-5-carbamimidamidopentanoyl]pyrrolidin-2-yl]formamido}acetamido)-4-(methylsulfanyl)butanamido]-4-methylpentanamido]-3-carboxypropanamido]-3-phenylpropanamido]-3-hydroxybutanamido]acetamido}hexanoic acid

• ChemBase ID: 131626
• Molecular Formular: C91H148N26O32S
• Molecular Mass: 2150.36882
• Monoisotopic Mass: 2149.04736771
• SMILES: CC[C@H](C)[C@@H](C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N1CCC[C@H]1C(=O)NCC(=O)N[C@@H](CCSC)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H]([C@@H](C)O)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)O)NC(=O)[C@H](CC(=O)O)NC(=O)CNC(=O)[C@H](C(C)C)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](C)NC(=O)[C@H](CCC(=O)N)N
• Canonical SMILES: NCCCC[C@@H](C(=O)O)NC(=O)CNC(=O)[C@H]([C@H](O)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CNC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H]([C@H](O)C)NC(=O)[C@@H](NC(=O)[C@H]([C@H](CC)C)NC(=O)[C@@H](NC(=O)CNC(=O)[C@H](C(C)C)NC(=O)[C@H]([C@H](O)C)NC(=O)[C@@H](NC(=O)[C@H](CCC(=O)N)N)C)CC(=O)O)CC(=O)N)CCC(=O)O)CCCNC(=N)N)CCSC)CC(C)C)CC(=O)O)Cc1ccccc1
• InChI: InChI=1S/C91H148N26O32S/c1-12-44(6)70(113-82(140)58(37-67(128)129)105-65(125)41-100-84(142)69(43(4)5)112-88(146)73(48(10)120)114-74(132)45(7)102-75(133)50(93)25-27-61(94)121)86(144)111-57(36-62(95)122)81(139)116-72(47(9)119)87(145)106-51(26-28-66(126)127)76(134)107-53(23-18-31-98-91(96)97)89(147)117-32-19-24-60(117)83(141)99-39-63(123)103-52(29-33-150-11)77(135)108-55(34-42(2)3)78(136)110-59(38-68(130)131)79(137)109-56(35-49-20-14-13-15-21-49)80(138)115-71(46(8)118)85(143)101-40-64(124)104-54(90(148)149)22-16-17-30-92/h13-15,20-21,42-48,50-60,69-73,118-120H,12,16-19,22-41,92-93H2,1-11H3,(H2,94,121)(H2,95,122)(H,99,141)(H,100,142)(H,101,143)(H,102,133)(H,103,123)(H,104,124)(H,105,125)(H,106,145)(H,107,134)(H,108,135)(H,109,137)(H,110,136)(H,111,144)(H,112,146)(H,113,140)(H,114,132)(H,115,138)(H,116,139)(H,126,127)(H,128,129)(H,130,131)(H,148,149)(H4,96,97,98)/t44-,45-,46+,47+,48+,50-,51-,52-,53-,54-,55-,56-,57-,58-,59-,60-,69-,70-,71-,72-,73-/m0/s1
• InChIKey: PSOBBHKVPGYREN-SQOVXNCQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-amino-2-{2-[(2S,3R)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-(2-{[(2S)-1-[(2S)-2-[(2S)-2-[(2S,3R)-2-[(2S)-2-[(2S,3S)-2-[(2S)-2-{2-[(2S)-2-[(2S,3R)-2-[(2S)-2-[(2S)-2-amino-4-carbamoylbutanamido]propanamido]-3-hydroxybutanamido]-3-methylbutanamido]acetamido}-3-carboxypropanamido]-3-methylpentanamido]-3-carbamoylpropanamido]-3-hydroxybutanamido]-4-carboxybutanamido]-5-carbamimidamidopentanoyl]pyrrolidin-2-yl]formamido}acetamido)-4-(methylsulfanyl)butanamido]-4-methylpentanamido]-3-carboxypropanamido]-3-phenylpropanamido]-3-hydroxybutanamido]acetamido}hexanoic acid
• IUPAC Traditional name: (2S)-6-amino-2-{2-[(2S,3R)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-(2-{[(2S)-1-[(2S)-2-[(2S)-2-[(2S,3R)-2-[(2S)-2-[(2S,3S)-2-[(2S)-2-{2-[(2S)-2-[(2S,3R)-2-[(2S)-2-[(2S)-2-amino-4-carbamoylbutanamido]propanamido]-3-hydroxybutanamido]-3-methylbutanamido]acetamido}-3-carboxypropanamido]-3-methylpentanamido]-3-carbamoylpropanamido]-3-hydroxybutanamido]-4-carboxybutanamido]-5-carbamimidamidopentanoyl]pyrrolidin-2-yl]formamido}acetamido)-4-(methylsulfanyl)butanamido]-4-methylpentanamido]-3-carboxypropanamido]-3-phenylpropanamido]-3-hydroxybutanamido]acetamido}hexanoic acid
• Synonyms: Diazepam Binding Inhibitor (DBI) Fragment 51-70 human; Gln-Ala-Thr-Val-Gly-Asp-Ile-Asn-Thr-Glu-Arg-Pro-Gly-Met-Leu-Asp-Phe-Thr-Gly-Lys

Database IDs

• CAS Number: 104360-70-5
• MDL Number: MFCD00076624
• PubChem SID: 162225903
• PubChem CID: 71308457

CALCULATED PROPERTIES

• Acid pKa: 2.9281466
• H Acceptors: 37
• H Donor: 32
• LogD (pH = 5.5): -21.105057
• LogD (pH = 7.4): -22.923162
• Log P: -20.099773
• Molar Refractivity: 533.2857 cm^3
• Polarizability: 205.67088 Å^3
• Polar Surface Area: 954.12 Å^2
• Rotatable Bonds: 71
• 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

Pharmacology Properties

• Gene Information: human ... DBI(1622)

Product Information

• Purity: ≥95% (HPLC)

DETAILS

Sigma Aldrich - G9898

Biochem/physiol Actions
Peripheral benzodiazepine receptor agonist.