(1R,2R,18R,19R,22R,25S,28R,40R)-2-{[(2R,4R,5S,6R)-4-amino-5-hydroxy-4,6-dimethyloxan-2-yl]oxy}-48-{[(2R,3S,4R,5R,6S)-3-{[(2R,4S,5R,6S)-4-amino-5-hydroxy-4,6-dimethyloxan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-22-(carbamoylmethyl)-47,49-dichloro-18,32,35,37-tetrahydroxy-19-[(2S)-4-methyl-2-(methylamino)pentanamido]-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,41,43-pentaazaoctacyclo[26.14.2.2^{3,6}.2^{14,17}.1^{8,12}.1^{29,33}.0^{10,25}.0^{34,39}]pentaconta-3,5,8(48),9,11,14,16,29,31,33(45),34,36,38,46,49-pentadecaene-40-carboxylic acid

• ChemBase ID: 4013
• Molecular Formular: C73H88Cl2N10O26
• Molecular Mass: 1592.43722
• Monoisotopic Mass: 1590.52482835
• SMILES: CN[C@@H](CC(C)C)C(=O)N[C@@H]1[C@H](O)c2ccc(Oc3cc4cc(Oc5ccc(cc5Cl)[C@@H](O[C@H]5C[C@@](C)(N)[C@H](O)[C@@H](C)O5)[C@H]5NC(=O)[C@H](NC(=O)[C@H]4NC(=O)[C@@H](CC(=O)N)NC1=O)c1ccc(O)c(c1)c1c(O)cc(O)cc1[C@@H](NC5=O)C(=O)O)c3O[C@H]1O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]1O[C@@H]1C[C@](C)(N)[C@@H](O)[C@H](C)O1)c(Cl)c2
• Canonical SMILES: OC[C@@H]1O[C@H](Oc2c3cc4cc2Oc2ccc(cc2Cl)[C@@H](O[C@H]2C[C@@](C)(N)[C@@H]([C@H](O2)C)O)[C@H]2NC(=O)[C@H](NC(=O)[C@H]4NC(=O)[C@@H](CC(=O)N)NC(=O)[C@@H]([C@@H](c4ccc(O3)c(Cl)c4)O)NC(=O)[C@H](CC(C)C)NC)c3ccc(c(c3)c3c(O)cc(cc3[C@@H](NC2=O)C(=O)O)O)O)[C@H]([C@@H]([C@H]1O)O)O[C@H]1O[C@@H](C)[C@@H]([C@@](C1)(C)N)O
• InChI: InChI=1S/C73H88Cl2N10O26/c1-26(2)14-38(79-7)64(96)84-54-56(91)30-9-12-42(36(74)16-30)106-44-18-32-19-45(60(44)111-71-61(58(93)57(92)46(25-86)108-71)110-49-24-73(6,78)63(95)28(4)105-49)107-43-13-10-31(17-37(43)75)59(109-48-23-72(5,77)62(94)27(3)104-48)55-69(101)83-53(70(102)103)35-20-33(87)21-41(89)50(35)34-15-29(8-11-40(34)88)51(66(98)85-55)82-67(99)52(32)81-65(97)39(22-47(76)90)80-68(54)100/h8-13,15-21,26-28,38-39,46,48-49,51-59,61-63,71,79,86-89,91-95H,14,22-25,77-78H2,1-7H3,(H2,76,90)(H,80,100)(H,81,97)(H,82,99)(H,83,101)(H,84,96)(H,85,98)(H,102,103)/t27-,28+,38+,39-,46+,48+,49-,51-,52+,53-,54-,55-,56-,57+,58-,59-,61+,62-,63+,71-,72-,73+/m1/s1
• InChIKey: XJHXLMVKYIVZTE-NKSLQJBJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,18R,19R,22R,25S,28R,40R)-2-{[(2R,4R,5S,6R)-4-amino-5-hydroxy-4,6-dimethyloxan-2-yl]oxy}-48-{[(2R,3S,4R,5R,6S)-3-{[(2R,4S,5R,6S)-4-amino-5-hydroxy-4,6-dimethyloxan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-22-(carbamoylmethyl)-47,49-dichloro-18,32,35,37-tetrahydroxy-19-[(2S)-4-methyl-2-(methylamino)pentanamido]-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,41,43-pentaazaoctacyclo[26.14.2.2^{3,6}.2^{14,17}.1^{8,12}.1^{29,33}.0^{10,25}.0^{34,39}]pentaconta-3,5,8(48),9,11,14,16,29,31,33(45),34,36,38,46,49-pentadecaene-40-carboxylic acid
• IUPAC Traditional name: (1R,2R,18R,19R,22R,25S,28R,40R)-2-{[(2R,4R,5S,6R)-4-amino-5-hydroxy-4,6-dimethyloxan-2-yl]oxy}-48-{[(2R,3S,4R,5R,6S)-3-{[(2R,4S,5R,6S)-4-amino-5-hydroxy-4,6-dimethyloxan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-22-(carbamoylmethyl)-47,49-dichloro-18,32,35,37-tetrahydroxy-19-[(2S)-4-methyl-2-(methylamino)pentanamido]-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,41,43-pentaazaoctacyclo[26.14.2.2^{3,6}.2^{14,17}.1^{8,12}.1^{29,33}.0^{10,25}.0^{34,39}]pentaconta-3,5,8(48),9,11,14,16,29,31,33(45),34,36,38,46,49-pentadecaene-40-carboxylic acid
• Synonyms: 4-Epi-Vancosaminyl Derivative of Vancomycin

Database IDs

• PubChem SID: 160967448; 46507056
• PubChem CID: 46936976; 46936975

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.9777298
• H Acceptors: 27
• H Donor: 20
• LogD (pH = 5.5): -9.053976
• LogD (pH = 7.4): -6.660743
• Log P: -4.814062
• Molar Refractivity: 382.2631 cm^3
• Polarizability: 153.8761 Å^3
• Polar Surface Area: 574.97 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 1.16
• LOG S: -4.78
• Solubility (Water): 2.82e-02 g/l

DETAILS

DrugBank - DB04431

Drug information: experimental