(8E)-9-[(1R,12R,15S,18S,20S,22R,30S,31S)-20-hydroxy-18-methyl-13,16,37-trioxo-2,10,17,28,29,36-hexaoxa-14,21,27,31,38-pentaaza-1-ferrahexacyclo[13.13.7.1^{1,31}.1^{9,12}.1^{22,27}.0^{3,8}]octatriaconta-3,5,7,9(38)-tetraen-30-yl]non-8-enoic acid

• ChemBase ID: 1693
• Molecular Formular: C36H51FeN5O12
• Molecular Mass: 801.66144
• Monoisotopic Mass: 801.2883596
• SMILES: C[C@H]1C[C@H](O)N[C@@H]2CCCCN(O[Fe@@]34O[C@@H](/C=C/CCCCCCC(=O)O)N(CCCC[C@@H](NC(=O)[C@H]5COC(=N5)c5ccccc5O3)C(=O)O1)O4)C2=O
• Canonical SMILES: O[C@H]1C[C@H](C)OC(=O)[C@H]2CCCCN3O[Fe@](ON4C(=O)[C@H](N1)CCCC4)(O[C@H]3/C=C/CCCCCCC(=O)O)Oc1ccccc1C1=N[C@@H](C(=O)N2)CO1
• InChI: InChI=1S/C36H52N5O12.Fe/c1-24(22-30(43)37-26-15-10-13-21-41(51)35(26)48)53-36(49)27(38-33(47)28-23-52-34(39-28)25-14-8-9-17-29(25)42)16-11-12-20-40(50)31(44)18-6-4-2-3-5-7-19-32(45)46;/h6,8-9,14,17-18,24,26-28,30-31,37,42-43H,2-5,7,10-13,15-16,19-23H2,1H3,(H,38,47)(H,45,46);/q-3;+4/p-1/b18-6+;/t24-,26+,27-,28?,30-,31-;/m0./s1
• InChIKey: FHVPNAZTTVYYAS-USYALTDMSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: (8E)-9-[(1R,12R,15S,18S,20S,22R,30S,31S)-20-hydroxy-18-methyl-13,16,37-trioxo-2,10,17,28,29,36-hexaoxa-14,21,27,31,38-pentaaza-1-ferrahexacyclo[13.13.7.1^{1,31}.1^{9,12}.1^{22,27}.0^{3,8}]octatriaconta-3,5,7,9(38)-tetraen-30-yl]non-8-enoic acid
• IUPAC Traditional name: @carboxymycobactin S
• Synonyms: Carboxymycobactin S

Database IDs

• PubChem SID: 160965150; 46507901
• PubChem CID: 46936260

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.8830457
• H Acceptors: 13
• H Donor: 4
• LogD (pH = 5.5): 2.2945666
• LogD (pH = 7.4): 1.9279866
• Log P: 2.3316534
• Molar Refractivity: 186.4259 cm^3
• Polarizability: 77.25119 Å^3
• Polar Surface Area: 207.02 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.64
• LOG S: -3.89
• Solubility (Water): 1.03e-01 g/l

DETAILS

DrugBank - DB01926

Drug information: experimental