(2S)-2-{2-[(2S)-2-carbamimidamido-2-cyclohexylacetamido]acetamido}-N-(3-sulfanylpropyl)propanamide

• ChemBase ID: 3888
• Molecular Formular: C17H32N6O3S
• Molecular Mass: 400.53938
• Monoisotopic Mass: 400.22565991
• SMILES: C[C@H](NC(=O)CNC(=O)[C@@H](NC(=N)N)C1CCCCC1)C(=O)NCCCS
• Canonical SMILES: SCCCNC(=O)[C@@H](NC(=O)CNC(=O)[C@H](C1CCCCC1)NC(=N)N)C
• InChI: InChI=1S/C17H32N6O3S/c1-11(15(25)20-8-5-9-27)22-13(24)10-21-16(26)14(23-17(18)19)12-6-3-2-4-7-12/h11-12,14,27H,2-10H2,1H3,(H,20,25)(H,21,26)(H,22,24)(H4,18,19,23)/t11-,14-/m0/s1
• InChIKey: YLLNYDDZOMCFDE-FZMZJTMJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{2-[(2S)-2-carbamimidamido-2-cyclohexylacetamido]acetamido}-N-(3-sulfanylpropyl)propanamide
• IUPAC Traditional name: (2S)-2-{2-[(2S)-2-carbamimidamido-2-cyclohexylacetamido]acetamido}-N-(3-sulfanylpropyl)propanamide
• Synonyms: 2-[2-(2-Cyclohexyl-2-Guanidino-Acetylamino)-Acetylamino]-N-(3-Mercapto-Propyl)-Propionamide

Database IDs

• PubChem SID: 160967324; 46505946
• PubChem CID: 46936940

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.16205
• H Acceptors: 6
• H Donor: 7
• LogD (pH = 5.5): -3.1641655
• LogD (pH = 7.4): -2.7158875
• Log P: -0.32412055
• Molar Refractivity: 116.2144 cm^3
• Polarizability: 41.066105 Å^3
• Polar Surface Area: 149.2 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 0.67
• LOG S: -3.88
• Solubility (Water): 5.25e-02 g/l

DETAILS

DrugBank - DB04278

Drug information: experimental