methyl 3-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-4-carbamimidamido-1-[(4-nitrophenyl)carbamoyl]butyl]carbamoyl}ethyl]carbamoyl}ethyl]carbamoyl}ethyl]carbamoyl}propanoate

• ChemBase ID: 106617
• Molecular Formular: C26H39N9O9
• Molecular Mass: 621.64276
• Monoisotopic Mass: 621.28707387
• SMILES: COC(=O)CCC(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)Nc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: COC(=O)CCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)Nc1ccc(cc1)[N+](=O)[O-])CCCNC(=N)N)C)C)C
• InChI: InChI=1S/C26H39N9O9/c1-14(30-20(36)11-12-21(37)44-4)22(38)31-15(2)23(39)32-16(3)24(40)34-19(6-5-13-29-26(27)28)25(41)33-17-7-9-18(10-8-17)35(42)43/h7-10,14-16,19H,5-6,11-13H2,1-4H3,(H,30,36)(H,31,38)(H,32,39)(H,33,41)(H,34,40)(H4,27,28,29)/t14-,15-,16-,19-/m0/s1
• InChIKey: SDMVGIIQAPRKJY-FPXQBCRKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-4-carbamimidamido-1-[(4-nitrophenyl)carbamoyl]butyl]carbamoyl}ethyl]carbamoyl}ethyl]carbamoyl}ethyl]carbamoyl}propanoate
• IUPAC Traditional name: methyl 3-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-4-carbamimidamido-1-[(4-nitrophenyl)carbamoyl]butyl]carbamoyl}ethyl]carbamoyl}ethyl]carbamoyl}ethyl]carbamoyl}propanoate
• Synonyms: MeOSuc-Ala-Ala-Ala-Arg-PNA; MeOSuc-AAAR-PNA; MeOSuc-Ala-Ala-Ala-Arg-paranitroanilide

Database IDs

• PubChem SID: 162105551
• PubChem CID: 25108775

CALCULATED PROPERTIES

• LogD (pH = 5.5): -4.3499885
• LogD (pH = 7.4): -4.3430285
• Log P: -2.6746118
• Molar Refractivity: 166.5235 cm^3
• Polarizability: 59.13408 Å^3
• Polar Surface Area: 279.52 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false
• Acid pKa: 11.425089
• H Acceptors: 11
• H Donor: 8