3-[(1S,5S,10S)-9,15,19-tris(2-carboxyethyl)-5,10,14,20-tetrakis(carboxymethyl)-5,10-dimethyl-2,22,23,25-tetraaza-1-ferraoctacyclo[11.9.1.1^{1,8}.1^{3,21}.0^{2,6}.0^{16,23}.0^{18,22}.0^{11,25}]pentacosa-3,6,8,11,13,15,17,19,21(24)-nonaen-4-yl]propanoic acid

• ChemBase ID: 2545
• Molecular Formular: C42H42FeN4O16
• Molecular Mass: 914.64508
• Monoisotopic Mass: 914.19451878
• SMILES: C[C@@]1(CC(=O)O)C2=CC3=C(CCC(=O)O)[C@](C)(CC(=O)O)C4=Cc5c(CC(=O)O)c(CCC(=O)O)c6C=c7n8c(=CC(=C1CCC(=O)O)N2[Fe@]8(N34)n56)c(CC(=O)O)c7CCC(=O)O
• Canonical SMILES: OC(=O)CCC1=C2C=c3c(CC(=O)O)c(c4=Cc5n6[Fe@@]7(N2C(=CC2=C([C@](C(=Cc6c(c5CCC(=O)O)CC(=O)O)N72)(C)CC(=O)O)CCC(=O)O)[C@@]1(C)CC(=O)O)n34)CCC(=O)O
• InChI: InChI=1S/C42H42N4O16.Fe/c1-41(17-39(59)60)23(5-9-35(51)52)29-14-27-21(11-37(55)56)19(3-7-33(47)48)25(43-27)13-26-20(4-8-34(49)50)22(12-38(57)58)28(44-26)15-31-42(2,18-40(61)62)24(6-10-36(53)54)30(46-31)16-32(41)45-29;/h13-16H,3-12,17-18H2,1-2H3,(H,47,48)(H,49,50)(H,51,52)(H,53,54)(H,55,56)(H,57,58)(H,59,60)(H,61,62);/q-4;+4/b25-13-,27-14-,31-15-,32-16-;/t41-,42-;/m0./s1
• InChIKey: PGYXHNRRBJLFEV-NBUGCWMUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(1S,5S,10S)-9,15,19-tris(2-carboxyethyl)-5,10,14,20-tetrakis(carboxymethyl)-5,10-dimethyl-2,22,23,25-tetraaza-1-ferraoctacyclo[11.9.1.1^{1,8}.1^{3,21}.0^{2,6}.0^{16,23}.0^{18,22}.0^{11,25}]pentacosa-3,6,8,11,13,15,17,19,21(24)-nonaen-4-yl]propanoic acid
• IUPAC Traditional name: 3-[(1S,5S,10S)-9,15,19-tris(2-carboxyethyl)-5,10,14,20-tetrakis(carboxymethyl)-5,10-dimethyl-2,22,23,25-tetraaza-1-ferraoctacyclo[11.9.1.1^{1,8}.1^{3,21}.0^{2,6}.0^{16,23}.0^{18,22}.0^{11,25}]pentacosa-3,6,8,11,13,15,17,19,21(24)-nonaen-4-yl]propanoic acid
• Synonyms: Siroheme

Database IDs

• CAS Number: 52553-42-1
• PubChem SID: 160965995; 46507092
• PubChem CID: 11968291

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.6498604
• H Acceptors: 19
• H Donor: 8
• LogD (pH = 5.5): -15.844364
• LogD (pH = 7.4): -28.03312
• Log P: -0.6054
• Molar Refractivity: 218.9521 cm^3
• Polarizability: 83.2045 Å^3
• Polar Surface Area: 313.05 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 1.54
• LOG S: -3.49
• Solubility (Water): 2.96e-01 g/l

DETAILS

DrugBank - DB02832

Drug information: experimental