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22601-59-8

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Basic Information
CAS No.: 22601-59-8
Name: Bacitracin F, 1-[N-[[2-(1-amino-2-methylbutyl)-4,5-dihydro-4-thiazolyl]carbonyl]-l-leucine]-
Molecular Structure:
Molecular Structure of 22601-59-8 (Bacitracin F, 1-[N-[[2-(1-amino-2-methylbutyl)-4,5-dihydro-4-thiazolyl]carbonyl]-l-leucine]-)
Formula: C66H103N17O16S
Molecular Weight: 1422.71
Synonyms: BacitracinA (8CI);Bacitracin F,1-[N-[[2-(1-amino-2-methylbutyl)-4,5-dihydro-4-thiazolyl]carbonyl]-L-leucine]-;BacitracinA2a;L-Asparagine,N-[[(4R)-2-[(1S,2S)-1-amino-2-methylbutyl]-4,5-dihydro-4-thiazolyl]carbonyl]-L-leucyl-D-a-glutamyl-L-isoleucyl-L-lysyl-D-ornithyl-L-isoleucyl-D-phenylalanyl-L-histidyl-D-a-aspartyl-, (10?;NSC 45737;
EINECS: 245-115-9
Density: 1.43 g/cm3
Boiling Point: 1755.5 °C at 760 mmHg
Flash Point: 1015.5 °C
PSA: 556.17000
LogP: 3.72410
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Specification

The Bacitracin A1 (9CI) is an organic compound with the formula C66H103N17O16S. The IUPAC name of this chemical is 4-[[2-[[2-(1-amino-2-methylbutyl)-4,5-dihydro-1,3-thiazole-4-carbonyl]amino]-4-methylpentanoyl]amino]-5-[[1-[[3-(2-amino-2-oxoethyl)-18-(3-aminopropyl)-12-benzyl-15-butan-2-yl-6-(carboxymethyl)-9-(1H-imidazol-5-ylmethyl)-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptazacyclopentacos-21-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-5-oxopentanoic acid. With the CAS registry number 22601-59-8, it is also named as L-isoleucinamide, N-[[2-[(1S)-1-amino-2-methylbutyl]-4,5-dihydro-5-thiazolyl]carbonyl]-L-leucyl-D-a-glutamyl-N-[(3S,6R,9S,12R,15S,18R,21S)-3-(2-amino-2-oxoethyl)-18-(3-aminopropyl)-6-(carboxymethyl)-9-(1H-imidazol-4-ylmethyl)-15-(1-methylpropyl)-2,5,8,11,14,17,20-heptaoxo-12-(phenylmethyl)-1,4,7,10,13,16,19-heptaazacyclopentacos-21-yl]-.

Physical properties about Bacitracin A1 (9CI) are: (1)ACD/LogP: -2.22; (2)# of Rule of 5 Violations: 3; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 1; (6)ACD/KOC (pH 7.4): 1; (7)#H bond acceptors: 33; (8)#H bond donors: 20; (9)#Freely Rotating Bonds: 33; (10)Polar Surface Area: 358.28 Å2; (11)Index of Refraction: 1.655; (12)Molar Refractivity: 365 cm3; (13)Molar Volume: 994.4 cm3; (14)Polarizability: 144.7×10-24cm3; (15)Surface Tension: 59.4 dyne/cm; (16)Density: 1.43 g/cm3; (17)Flash Point: 1015.5 °C; (18)Enthalpy of Vaporization: 294.39 kJ/mol; (19)Boiling Point: 1755.5 °C at 760 mmHg.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C1N[C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)NCCCC[C@@H]1NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)C2S\C(=N/C2)[C@@H](N)C(C)CC)CC(C)C)CCC(=O)O)C(C)CC)CC(=O)N)CC(=O) O)Cc3cncn3)Cc4ccccc4)C(CC)C)CCCN
(2)InChI: InChI=1/C66H103N17O16S/c1-9-35(6)52(69)66-72-32-48(100-66)63(97)80-43(26-34(4)5)59(93)75-42(22-23-50(85)86)58(92)83-53(36(7)10-2)64(98)76-40-20-15-16-25-71-55(89)46(29-49(68)84)78-62(96)47(30-51(87)88)79-61(95)45(28-39-31-70-33-73-39)77-60(94)44(27-38-18-13-12-14-19-38)81-65(99)54(37(8)11-3)82-57(91)41(21-17-24-67)74-56(40)90/h12-14,18-19,31,33-37,40-48,52-54H,9-11,15-17,20-30,32,67,69H2,1-8H3,(H2,68,84)(H,70,73)(H,71,89)(H,74,90)(H,75,93)(H,76,98)(H,77,94)(H,78,96)(H,79,95)(H,80,97)(H,81,99)(H,82,91)(H,83,92)(H,85,86)(H,87,88)/t35?,36?,37?,40-,41+,42+,43-,44+,45-,46-,47+,48?,52-,53-,54-/m0/s1
(3)InChIKey: MNJKVJAYSVAQLU-YOJCIBLDBW
(4)Std. InChI: InChI=1S/C66H103N17O16S/c1-9-35(6)52(69)66-72-32-48(100-66)63(97)80-43(26-34(4)5)59(93)75-42(22-23-50(85)86)58(92)83-53(36(7)10-2)64(98)76-40-20-15-16-25-71-55(89)46(29-49(68)84)78-62(96)47(30-51(87)88)79-61(95)45(28-39-31-70-33-73-39)77-60(94)44(27-38-18-13-12-14-19-38)81-65(99)54(37(8)11-3)82-57(91)41(21-17-24-67)74-56(40)90/h12-14,18-19,31,33-37,40-48,52-54H,9-11,15-17,20-30,32,67,69H2,1-8H3,(H2,68,84)(H,70,73)(H,71,89)(H,74,90)(H,75,93)(H,76,98)(H,77,94)(H,78,96)(H,79,95)(H,80,97)(H,81,99)(H,82,91)(H,83,92)(H,85,86)(H,87,88)/t35?,36?,37?,40-,41+,42+,43-,44+,45-,46-,47+,48?,52-,53-,54-/m0/s1
(5)Std. InChIKey: MNJKVJAYSVAQLU-YOJCIBLDSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LDLo intravenous 158mg/kg (158mg/kg) AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)		 British Journal of Pharmacology and Chemotherapy. Vol. 6, Pg. 417, 1951.