(4R)-4-[(2S)-2-({2-[(1R)-1-amino-2-methylpropyl]-4,5-dihydro-1,3-thiazol-5-yl}formamido)-4-methylpentanamido]-4-{[(1S)-1-{[(3S,6R,9S,12S,15S,18R,21S)-18-(3-aminopropyl)-12-benzyl-15-(butan-2-yl)-3-(carbamoylmethyl)-6-(carboxymethyl)-9-(1H-imidazol-4-ylmethyl)-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptaazacyclopentacosan-21-yl]carbamoyl}-2-methylbutyl]carbamoyl}butanoic acid

• ChemBase ID: 312973
• Molecular Formular: C65H101N17O16S
• Molecular Mass: 1408.66674
• Monoisotopic Mass: 1407.73329124
• SMILES: C(C)(C)[C@H](C1=NCC(S1)C(=O)N[C@H](C(=O)N[C@H](CCC(=O)O)C(=O)N[C@H](C(=O)N[C@H]1CCCCNC(=O)[C@@H](NC(=O)[C@@H](CC(=O)O)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC1=O)CCCN)C(CC)C)Cc1ccccc1)Cc1nc[nH]c1)CC(=O)N)C(C)CC)CC(C)C)N
• Canonical SMILES: NCCC[C@H]1NC(=O)[C@H](CCCCNC(=O)[C@H](CC(=O)N)NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC1=O)C(CC)C)Cc1ccccc1)Cc1c[nH]cn1)CC(=O)O)NC(=O)[C@H](C(CC)C)NC(=O)[C@H](NC(=O)[C@@H](NC(=O)C1CN=C(S1)[C@@H](C(C)C)N)CC(C)C)CCC(=O)O
• InChI: InChI=1S/C65H101N17O16S/c1-9-35(7)52(82-57(91)41(21-22-49(84)85)74-58(92)42(25-33(3)4)79-62(96)47-31-71-65(99-47)51(68)34(5)6)63(97)75-39-19-14-15-24-70-54(88)45(28-48(67)83)77-61(95)46(29-50(86)87)78-60(94)44(27-38-30-69-32-72-38)76-59(93)43(26-37-17-12-11-13-18-37)80-64(98)53(36(8)10-2)81-56(90)40(20-16-23-66)73-55(39)89/h11-13,17-18,30,32-36,39-47,51-53H,9-10,14-16,19-29,31,66,68H2,1-8H3,(H2,67,83)(H,69,72)(H,70,88)(H,73,89)(H,74,92)(H,75,97)(H,76,93)(H,77,95)(H,78,94)(H,79,96)(H,80,98)(H,81,90)(H,82,91)(H,84,85)(H,86,87)/t35?,36?,39-,40+,41+,42-,43-,44-,45-,46+,47?,51+,52-,53-/m0/s1
• InChIKey: RHKCFWGPEDXSNT-IGRZHKPHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-4-[(2S)-2-({2-[(1R)-1-amino-2-methylpropyl]-4,5-dihydro-1,3-thiazol-5-yl}formamido)-4-methylpentanamido]-4-{[(1S)-1-{[(3S,6R,9S,12S,15S,18R,21S)-18-(3-aminopropyl)-12-benzyl-15-(butan-2-yl)-3-(carbamoylmethyl)-6-(carboxymethyl)-9-(1H-imidazol-4-ylmethyl)-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptaazacyclopentacosan-21-yl]carbamoyl}-2-methylbutyl]carbamoyl}butanoic acid
• IUPAC Traditional name: (4R)-4-[(2S)-2-({2-[(1R)-1-amino-2-methylpropyl]-4,5-dihydro-1,3-thiazol-5-yl}formamido)-4-methylpentanamido]-4-{[(1S)-1-{[(3S,6R,9S,12S,15S,18R,21S)-18-(3-aminopropyl)-12-benzyl-3-(carbamoylmethyl)-6-(carboxymethyl)-9-(1H-imidazol-4-ylmethyl)-2,5,8,11,14,17,20-heptaoxo-15-(sec-butyl)-1,4,7,10,13,16,19-heptaazacyclopentacosan-21-yl]carbamoyl}-2-methylbutyl]carbamoyl}butanoic acid
• Synonyms: Bacitracin

Database IDs

• CAS Number: 1405-87-4

CALCULATED PROPERTIES

• Acid pKa: 3.4341319
• H Acceptors: 20
• H Donor: 17
• LogD (pH = 5.5): -7.996269
• LogD (pH = 7.4): -7.291186
• Log P: -7.3338337
• Molar Refractivity: 358.4827 cm^3
• Polarizability: 141.17131 Å^3
• Polar Surface Area: 530.87 Å^2
• Rotatable Bonds: 30
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Target: Others

Product Information

• Salt Data: Free Base