(2S)-2-[(2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-(2-{[(2S)-1-[(2S)-1-[(2S)-2-amino-5-[(diaminomethylidene)amino]pentanoyl]pyrrolidine-2-carbonyl]pyrrolidin-2-yl]formamido}acetamido)-3-phenylpropanamido]-3-hydroxypropanoyl]pyrrolidin-2-yl]formamido}-3-phenylpropanamido]-5-[(diaminomethylidene)amino]pentanoic acid

• ChemBase ID: 126221
• Molecular Formular: C50H73N15O11
• Molecular Mass: 1060.20852
• Monoisotopic Mass: 1059.56139823
• SMILES: O=C(N[C@H](C(=O)N[C@H](C(=O)O)CCCN=C(N)N)Cc1ccccc1)[C@H]1N(C(=O)[C@@H](NC(=O)[C@@H](NC(=O)CNC(=O)[C@H]2N(C(=O)[C@H]3N(C(=O)[C@@H](N)CCCN=C(N)N)CCC3)CCC2)Cc2ccccc2)CO)CCC1
• Canonical SMILES: OC[C@@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)O)CCCN=C(N)N)Cc1ccccc1)NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)[C@@H]1CCCN1C(=O)[C@@H]1CCCN1C(=O)[C@H](CCCN=C(N)N)N
• InChI: InChI=1S/C50H73N15O11/c51-32(16-7-21-56-49(52)53)45(72)65-25-11-20-39(65)47(74)64-24-9-18-37(64)43(70)58-28-40(67)59-34(26-30-12-3-1-4-13-30)41(68)62-36(29-66)46(73)63-23-10-19-38(63)44(71)61-35(27-31-14-5-2-6-15-31)42(69)60-33(48(75)76)17-8-22-57-50(54)55/h1-6,12-15,32-39,66H,7-11,16-29,51H2,(H,58,70)(H,59,67)(H,60,69)(H,61,71)(H,62,68)(H,75,76)(H4,52,53,56)(H4,54,55,57)/t32-,33-,34-,35-,36-,37-,38-,39-/m0/s1
• InChIKey: QXZGBUJJYSLZLT-FDISYFBBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-(2-{[(2S)-1-[(2S)-1-[(2S)-2-amino-5-[(diaminomethylidene)amino]pentanoyl]pyrrolidine-2-carbonyl]pyrrolidin-2-yl]formamido}acetamido)-3-phenylpropanamido]-3-hydroxypropanoyl]pyrrolidin-2-yl]formamido}-3-phenylpropanamido]-5-[(diaminomethylidene)amino]pentanoic acid
• IUPAC Traditional name: bradykinin
• Synonyms: Bradykinin

Database IDs

• CAS Number: 58-82-2
• PubChem SID: 162220561
• PubChem CID: 439201
• CHEBI ID: 3165
• CHEMBL: 406291
• Chemspider ID: 388341
• IUPHAR ligand ID: 649
• MeSH Name: Bradykinin
• Unique Ingredient Identifier: S8TIM42R2W
• Wikipedia Title: Bradykinin

CALCULATED PROPERTIES

• Acid pKa: 3.3941844
• H Acceptors: 18
• H Donor: 12
• LogD (pH = 5.5): -10.544174
• LogD (pH = 7.4): -8.834303
• Log P: -6.36369
• Molar Refractivity: 274.4976 cm^3
• Polarizability: 106.30012 Å^3
• Polar Surface Area: 418.78 Å^2
• Rotatable Bonds: 27
• Lipinski's Rule of Five: false