3-[(1S,2S,3R,4R,5Z,8R,9R,10Z,14R,15Z,18S,19S)-9,14,18-tris(2-carboxyethyl)-3,8,19-tris(carboxymethyl)-2,3,6,8,13,13,16,18-octamethyl-20,21,22,23-tetraazapentacyclo[15.2.1.1^{2,5}.1^{7,10}.1^{12,15}]tricosa-5,7(22),10,12(21),15,17(20)-hexaen-4-yl]propanoic acid

• ChemBase ID: 2196
• Molecular Formular: C45H60N4O14
• Molecular Mass: 880.9763
• Monoisotopic Mass: 880.41060262
• SMILES: C/C/1=C\2/N[C@](C)([C@H]3N=C(/C(=C/4\N=C(/C=C/5\N=C1[C@](C)(CC(=O)O)[C@H]5CCC(=O)O)C(C)(C)[C@H]4CCC(=O)O)/C)[C@@](C)(CCC(=O)O)[C@@H]3CC(=O)O)[C@](C)(CC(=O)O)[C@H]2CCC(=O)O
• Canonical SMILES: OC(=O)CC[C@H]1/C/2=C(\C)/C3=N/C(=C\C4=N/C(=C(\C5=N[C@H]([C@]([C@]1(C)CC(=O)O)(N2)C)[C@@H](CC(=O)O)[C@]5(C)CCC(=O)O)/C)/[C@@H](C4(C)C)CCC(=O)O)/[C@@H]([C@@]3(C)CC(=O)O)CCC(=O)O
• InChI: InChI=1S/C45H60N4O14/c1-21-36-24(10-13-30(52)53)41(3,4)28(47-36)18-27-23(9-12-29(50)51)43(6,19-34(60)61)39(46-27)22(2)37-25(11-14-31(54)55)44(7,20-35(62)63)45(8,49-37)40-26(17-33(58)59)42(5,38(21)48-40)16-15-32(56)57/h18,23-26,40,49H,9-17,19-20H2,1-8H3,(H,50,51)(H,52,53)(H,54,55)(H,56,57)(H,58,59)(H,60,61)(H,62,63)/b27-18-,36-21-,37-22-/t23-,24-,25-,26+,40-,42-,43+,44+,45+/m0/s1
• InChIKey: MYMATQFDUQLSCD-WEIZKHOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(1S,2S,3R,4R,5Z,8R,9R,10Z,14R,15Z,18S,19S)-9,14,18-tris(2-carboxyethyl)-3,8,19-tris(carboxymethyl)-2,3,6,8,13,13,16,18-octamethyl-20,21,22,23-tetraazapentacyclo[15.2.1.1^{2,5}.1^{7,10}.1^{12,15}]tricosa-5,7(22),10,12(21),15,17(20)-hexaen-4-yl]propanoic acid
• IUPAC Traditional name: 3-[(1S,2S,3R,4R,5Z,8R,9R,10Z,14R,15Z,18S,19S)-9,14,18-tris(2-carboxyethyl)-3,8,19-tris(carboxymethyl)-2,3,6,8,13,13,16,18-octamethyl-20,21,22,23-tetraazapentacyclo[15.2.1.1^{2,5}.1^{7,10}.1^{12,15}]tricosa-5,7(22),10,12(21),15,17(20)-hexaen-4-yl]propanoic acid
• Synonyms: Hydrogenobyrinic Acid

Database IDs

• CAS Number: 23599-55-5
• PubChem SID: 46506147; 160965649
• PubChem CID: 46936392

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.1065285
• H Acceptors: 18
• H Donor: 8
• LogD (pH = 5.5): -7.114985
• LogD (pH = 7.4): -17.498543
• Log P: 0.8875234
• Molar Refractivity: 225.6451 cm^3
• Polarizability: 86.44265 Å^3
• Polar Surface Area: 310.21 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 1.19
• LOG S: -4.79
• Solubility (Water): 1.43e-02 g/l

DETAILS

DrugBank - DB02460

Drug information: experimental