(3S,4S,14R,19R)-19-amino-23-chloro-4-{[(2S,3R,4S,5S)-5-(dimethylamino)-3,4-dihydroxy-6,6-dimethyloxan-2-yl]oxy}-22-hydroxy-17-oxo-2,16-dioxapentacyclo[18.2.2.1^{9,13}.0^{3,10}.0^{4,8}]pentacosa-1(22),5,7,9(25),10,12,20,23-octaen-14-yl 7-methoxy-2-methylidene-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-5-carboxylate

• ChemBase ID: 3568
• Molecular Formular: C43H44ClN3O13
• Molecular Mass: 846.27476
• Monoisotopic Mass: 845.25626616
• SMILES: COc1cc2c([nH]c(=O)c(=C)o2)c(c1)C(=O)O[C@H]1COC(=O)C[C@@H](N)c2cc(O)c(O[C@H]3c4ccc1cc4C1=CC=C[C@@]31O[C@@H]1OC(C)(C)[C@H]([C@H](O)[C@H]1O)N(C)C)c(Cl)c2
• Canonical SMILES: COc1cc2oc(=C)c(=O)[nH]c2c(c1)C(=O)O[C@H]1COC(=O)C[C@@H](N)c2cc(c(O[C@H]3c4ccc1cc4C1=CC=C[C@@]31O[C@@H]1OC(C)(C)[C@H]([C@@H]([C@H]1O)O)N(C)C)c(c2)Cl)O
• InChI: InChI=1S/C43H44ClN3O13/c1-19-39(52)46-33-25(15-22(54-6)16-30(33)56-19)40(53)57-31-18-55-32(49)17-28(45)21-13-27(44)36(29(48)14-21)58-38-23-10-9-20(31)12-24(23)26-8-7-11-43(26,38)60-41-35(51)34(50)37(47(4)5)42(2,3)59-41/h7-16,28,31,34-35,37-38,41,48,50-51H,1,17-18,45H2,2-6H3,(H,46,52)/t28-,31+,34-,35-,37+,38+,41+,43+/m1/s1
• InChIKey: SAWXMTQYIIZWNU-USRAUIIXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4S,14R,19R)-19-amino-23-chloro-4-{[(2S,3R,4S,5S)-5-(dimethylamino)-3,4-dihydroxy-6,6-dimethyloxan-2-yl]oxy}-22-hydroxy-17-oxo-2,16-dioxapentacyclo[18.2.2.1^{9,13}.0^{3,10}.0^{4,8}]pentacosa-1(22),5,7,9(25),10,12,20,23-octaen-14-yl 7-methoxy-2-methylidene-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-5-carboxylate
• IUPAC Traditional name: (3S,4S,14R,19R)-19-amino-23-chloro-4-{[(2S,3R,4S,5S)-5-(dimethylamino)-3,4-dihydroxy-6,6-dimethyloxan-2-yl]oxy}-22-hydroxy-17-oxo-2,16-dioxapentacyclo[18.2.2.1^{9,13}.0^{3,10}.0^{4,8}]pentacosa-1(22),5,7,9(25),10,12,20,23-octaen-14-yl 7-methoxy-2-methylidene-3-oxo-4H-1,4-benzoxazine-5-carboxylate
• Synonyms: C-1027 Aromatized Chromophore

Database IDs

• PubChem SID: 46506814; 160967006
• PubChem CID: 46936833; 46936834

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.94716
• H Acceptors: 13
• H Donor: 5
• LogD (pH = 5.5): -1.1760504
• LogD (pH = 7.4): 2.1928332
• Log P: 3.5706706
• Molar Refractivity: 217.8426 cm^3
• Polarizability: 84.294426 Å^3
• Polar Surface Area: 217.8 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.51
• LOG S: -4.98
• Solubility (Water): 9.27e-03 g/l

DETAILS

DrugBank - DB03933

Drug information: experimental