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113274-56-9 molecular structure
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4-{2-[2-(2-aminoacetamido)-3-carboxypropanamido]-3-phenylpropanamido}-4-{[1-({1-[2-({1-[(1-{[1-({1-[(3-carbamoyl-1-carboxypropyl)carbamoyl]-3-methylbutyl}carbamoyl)-2-(4-hydroxyphenyl)ethyl]carbamoyl}-3-carboxypropyl)carbamoyl]-3-carboxypropyl}carbamoyl)pyrrolidin-1-yl]-3-methyl-1-oxopentan-2-yl}carbamoyl)-3-carboxypropyl]carbamoyl}butanoic acid

ChemBase ID: 153347
Molecular Formular: C66H93N13O25
Molecular Mass: 1468.51672
Monoisotopic Mass: 1467.64055554
SMILES and InChIs

SMILES:
CCC(C)C(C(=O)N1CCCC1C(=O)NC(CCC(=O)O)C(=O)NC(CCC(=O)O)C(=O)NC(Cc1ccc(cc1)O)C(=O)NC(CC(C)C)C(=O)NC(CCC(=O)N)C(=O)O)NC(=O)C(CCC(=O)O)NC(=O)C(CCC(=O)O)NC(=O)C(Cc1ccccc1)NC(=O)C(CC(=O)O)NC(=O)CN
Canonical SMILES:
NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1CCCC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O)CCC(=O)N)CC(C)C)Cc1ccc(cc1)O)CCC(=O)O)CCC(=O)O)C(CC)C)CCC(=O)O)CCC(=O)O)Cc1ccccc1)CC(=O)O
InChI:
InChI=1S/C66H93N13O25/c1-5-34(4)55(78-59(96)41(21-26-53(89)90)71-56(93)38(18-23-50(83)84)72-61(98)44(29-35-10-7-6-8-11-35)77-63(100)46(31-54(91)92)69-49(82)32-67)65(102)79-27-9-12-47(79)64(101)73-40(20-25-52(87)88)57(94)70-39(19-24-51(85)86)58(95)76-45(30-36-13-15-37(80)16-14-36)62(99)75-43(28-33(2)3)60(97)74-42(66(103)104)17-22-48(68)81/h6-8,10-11,13-16,33-34,38-47,55,80H,5,9,12,17-32,67H2,1-4H3,(H2,68,81)(H,69,82)(H,70,94)(H,71,93)(H,72,98)(H,73,101)(H,74,97)(H,75,99)(H,76,95)(H,77,100)(H,78,96)(H,83,84)(H,85,86)(H,87,88)(H,89,90)(H,91,92)(H,103,104)
InChIKey:
ZNEKMMIWGPUTGR-UHFFFAOYSA-N

Cite this record

CBID:153347 http://www.chembase.cn/molecule-153347.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
4-{2-[2-(2-aminoacetamido)-3-carboxypropanamido]-3-phenylpropanamido}-4-{[1-({1-[2-({1-[(1-{[1-({1-[(3-carbamoyl-1-carboxypropyl)carbamoyl]-3-methylbutyl}carbamoyl)-2-(4-hydroxyphenyl)ethyl]carbamoyl}-3-carboxypropyl)carbamoyl]-3-carboxypropyl}carbamoyl)pyrrolidin-1-yl]-3-methyl-1-oxopentan-2-yl}carbamoyl)-3-carboxypropyl]carbamoyl}butanoic acid
IUPAC Traditional name
4-{2-[2-(2-aminoacetamido)-3-carboxypropanamido]-3-phenylpropanamido}-4-{[1-({1-[2-({1-[(1-{[1-({1-[(3-carbamoyl-1-carboxypropyl)carbamoyl]-3-methylbutyl}carbamoyl)-2-(4-hydroxyphenyl)ethyl]carbamoyl}-3-carboxypropyl)carbamoyl]-3-carboxypropyl}carbamoyl)pyrrolidin-1-yl]-3-methyl-1-oxopentan-2-yl}carbamoyl)-3-carboxypropyl]carbamoyl}butanoic acid
Synonyms
Hirudin Fragment 54-65 non-sulfated
CAS Number
113274-56-9
MDL Number
MFCD00076563
PubChem SID
24895764
162247486
PubChem CID
16132569

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Sigma Aldrich
H6769 external link Add to cart Please log in.
Data Source Data ID
PubChem 16132569 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 2.9193225  H Acceptors 26 
H Donor 19  LogD (pH = 5.5) -14.8873415 
LogD (pH = 7.4) -23.081856  Log P -6.995339 
Molar Refractivity 354.2626 cm3 Polarizability 139.15338 Å3
Polar Surface Area 624.45 Å2 Rotatable Bonds 47 
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
-20°C expand Show data source
Purity
≥97% (HPLC) expand Show data source
Empirical Formula (Hill Notation)
C66H93N13O25 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - H6769 external link
Amino Acid Sequence
Gly-Asp-Phe-Glu-Glu-Ile-Pro-Glu-Glu-Tyr-Leu-Gln
Biochem/physiol Actions
Hirudin fragment that binds to the regulatory exosite I (proexosite I) on prothrombin with lower affinity than the sulfated peptide. It inhibits the activation of prothrombin by factor Xa in the presence of factor Va.

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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