(4R)-4-[(2S)-2-({2-[(1-amino-2-methylbutyl)amino]-4,5-dihydro-1,3-thiazol-4-yl}formamido)-4-methylpentanamido]-4-{[(1S)-1-{[(3S,6R,9S,12R,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: 130515
• Molecular Formular: C66H103N18O16S
• Molecular Mass: 1436.70002
• Monoisotopic Mass: 1435.75201531
• SMILES: O=C(O)C[C@@H]1NC(=O)[C@@H](Cc2c[nH]cn2)NC(=O)[C@@H](Cc2ccccc2)NC(=O)[C@H](NC(=O)[C@H](CCCN)NC(=O)[C@H](CCCCNC(=O)[C@@H](CC(=O)N)NC1=O)NC(=O)[C@@H](NC(=O)[C@@H](CCC(=O)O)NC(=O)[C@H](CC(C)C)NC(=O)C1N=C(SC1)[N]C(N)C(C)CC)C(C)CC)C(C)CC
• 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)C1CSC(=N1)[N]C(C(CC)C)N)CC(C)C)CCC(=O)O
• InChI: InChI=1S/C66H103N18O16S/c1-9-35(6)52(83-58(93)42(22-23-50(86)87)74-59(94)43(26-34(4)5)76-63(98)48-32-101-66(81-48)84-54(69)37(8)11-3)64(99)75-40-20-15-16-25-71-55(90)46(29-49(68)85)78-62(97)47(30-51(88)89)79-61(96)45(28-39-31-70-33-72-39)77-60(95)44(27-38-18-13-12-14-19-38)80-65(100)53(36(7)10-2)82-57(92)41(21-17-24-67)73-56(40)91/h12-14,18-19,31,33-37,40-48,52-54H,9-11,15-17,20-30,32,67,69H2,1-8H3,(H2,68,85)(H,70,72)(H,71,90)(H,73,91)(H,74,94)(H,75,99)(H,76,98)(H,77,95)(H,78,97)(H,79,96)(H,80,100)(H,82,92)(H,83,93)(H,86,87)(H,88,89)/t35?,36?,37?,40-,41+,42+,43-,44+,45-,46-,47+,48?,52-,53-,54?/m0/s1
• InChIKey: VLSLPOVWXGFOFO-XDEZYTCSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-4-[(2S)-2-({2-[(1-amino-2-methylbutyl)amino]-4,5-dihydro-1,3-thiazol-4-yl}formamido)-4-methylpentanamido]-4-{[(1S)-1-{[(3S,6R,9S,12R,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-[(1-amino-2-methylbutyl)amino]-4,5-dihydro-1,3-thiazol-4-yl}formamido)-4-methylpentanamido]-4-{[(1S)-1-{[(3S,6R,9S,12R,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
• Brand Name: Baciim
• Synonyms: Bacitracin

Database IDs

• CAS Number: 1405-87-4
• PubChem SID: 162224794
• PubChem CID: 439542; 71308316
• ATC CODE: R02AB04; D06AX05; QA07AA93; J01XX10
• CHEMBL: 1200558
• Chemspider ID: 10481985
• DrugBank ID: DB00626
• KEGG ID: D00128
• Unique Ingredient Identifier: 58H6RWO52I
• Wikipedia Title: Bacitracin

CALCULATED PROPERTIES

• Acid pKa: 3.1895123
• H Acceptors: 21
• H Donor: 17
• LogD (pH = 5.5): -6.9310865
• LogD (pH = 7.4): -7.348993
• Log P: -6.8802624
• Molar Refractivity: 365.7503 cm^3
• Polarizability: 143.88235 Å^3
• Polar Surface Area: 540.1 Å^2
• Rotatable Bonds: 31
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Admin Routes: Topical, intramuscular
• Legal Status: OTC/?-only