(3R,6S,9S,12S,15S,21R,24S,27S,30S,33S)-9,27-bis(3-aminopropyl)-3,21-dibenzyl-6,24-bis(2-methylpropyl)-12,30-bis(propan-2-yl)-1,4,7,10,13,19,22,25,28,31-decaazatricyclo[31.3.0.015,19]hexatriacontane-2,5,8,11,14,20,23,26,29,32-decone

• ChemBase ID: 130505
• Molecular Formular: C60H92N12O10
• Molecular Mass: 1141.44688
• Monoisotopic Mass: 1140.7059372
• SMILES: CC(C)C[C@@H]1C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)N[C@@H](C(=O)N[C@H](C(=O)N1)CCCN)C(C)C)Cc1ccccc1)CC(C)C)CCCN)C(C)C)Cc1ccccc1
• Canonical SMILES: NCCC[C@@H]1NC(=O)[C@H](NC(=O)[C@@H]2CCCN2C(=O)[C@H](Cc2ccccc2)NC(=O)[C@@H](CC(C)C)NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@H]2N(C(=O)[C@@H](NC(=O)[C@H](NC1=O)CC(C)C)Cc1ccccc1)CCC2)C(C)C)CCCN)C(C)C
• InChI: InChI=1S/C60H92N12O10/c1-35(2)31-43-53(75)67-45(33-39-19-11-9-12-20-39)59(81)71-29-17-25-47(71)55(77)70-50(38(7)8)58(80)64-42(24-16-28-62)52(74)66-44(32-36(3)4)54(76)68-46(34-40-21-13-10-14-22-40)60(82)72-30-18-26-48(72)56(78)69-49(37(5)6)57(79)63-41(23-15-27-61)51(73)65-43/h9-14,19-22,35-38,41-50H,15-18,23-34,61-62H2,1-8H3,(H,63,79)(H,64,80)(H,65,73)(H,66,74)(H,67,75)(H,68,76)(H,69,78)(H,70,77)/t41-,42-,43-,44-,45+,46+,47-,48-,49-,50-/m0/s1
• InChIKey: IUAYMJGZBVDSGL-XNNAEKOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,6S,9S,12S,15S,21R,24S,27S,30S,33S)-9,27-bis(3-aminopropyl)-3,21-dibenzyl-6,24-bis(2-methylpropyl)-12,30-bis(propan-2-yl)-1,4,7,10,13,19,22,25,28,31-decaazatricyclo[31.3.0.0^1^5,^1^9]hexatriacontane-2,5,8,11,14,20,23,26,29,32-decone
• IUPAC Traditional name: gramicidin S
• Synonyms: Gramicidin S

Database IDs

• CAS Number: 113-73-5
• PubChem SID: 162224784
• PubChem CID: 73357
• CHEBI ID: 5530
• CHEMBL: 373496
• Chemspider ID: 66085
• Wikipedia Title: Gramicidin_S

CALCULATED PROPERTIES

• Acid pKa: 11.613427
• H Acceptors: 12
• H Donor: 10
• LogD (pH = 5.5): -4.372257
• LogD (pH = 7.4): -2.668083
• Log P: 1.623066
• Molar Refractivity: 308.351 cm^3
• Polarizability: 121.34816 Å^3
• Polar Surface Area: 325.46 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Admin Routes: Topical