(2S)-2-[(S)-carboxy(2-phenylacetamido)methyl]-5-[(3R)-3-[(4R)-4-carboxy-4-acetamidobutanamido]-3-{[(1R)-1-{[(1R)-1-carboxyethyl]carbamoyl}ethyl]carbamoyl}propyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid

• ChemBase ID: 1896
• Molecular Formular: C32H42N6O13S
• Molecular Mass: 750.77328
• Monoisotopic Mass: 750.25305643
• SMILES: C[C@@H](NC(=O)[C@@H](C)NC(=O)[C@@H](CCC1=C(N[C@@H](SC1)[C@@H](NC(=O)Cc1ccccc1)C(=O)O)C(=O)O)NC(=O)CC[C@@H](NC(=O)C)C(=O)O)C(=O)O
• Canonical SMILES: O=C(N[C@@H](C(=O)N[C@@H](C(=O)N[C@@H](C(=O)O)C)C)CCC1=C(N[C@@H](SC1)[C@H](C(=O)O)NC(=O)Cc1ccccc1)C(=O)O)CC[C@H](C(=O)O)NC(=O)C
• InChI: InChI=1S/C32H42N6O13S/c1-15(26(42)34-16(2)29(44)45)33-27(43)20(36-22(40)12-11-21(30(46)47)35-17(3)39)10-9-19-14-52-28(38-24(19)31(48)49)25(32(50)51)37-23(41)13-18-7-5-4-6-8-18/h4-8,15-16,20-21,25,28,38H,9-14H2,1-3H3,(H,33,43)(H,34,42)(H,35,39)(H,36,40)(H,37,41)(H,44,45)(H,46,47)(H,48,49)(H,50,51)/t15-,16-,20-,21-,25-,28+/m1/s1
• InChIKey: PEUIVMLYMKXUBF-ITDGDZGASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(S)-carboxy(2-phenylacetamido)methyl]-5-[(3R)-3-[(4R)-4-carboxy-4-acetamidobutanamido]-3-{[(1R)-1-{[(1R)-1-carboxyethyl]carbamoyl}ethyl]carbamoyl}propyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
• IUPAC Traditional name: @cephalosporin analog
• Synonyms: Cephalosporin Analog

Database IDs

• PubChem SID: 46509008; 160965351
• PubChem CID: 46936307

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.1101177
• H Acceptors: 14
• H Donor: 10
• LogD (pH = 5.5): -9.096536
• LogD (pH = 7.4): -15.165886
• Log P: -1.9985952
• Molar Refractivity: 179.8002 cm^3
• Polarizability: 69.99297 Å^3
• Polar Surface Area: 306.73 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.27
• LOG S: -4.36
• Solubility (Water): 3.29e-02 g/l

DETAILS

DrugBank - DB02136

Drug information: experimental