3-[(1S,10Z,15Z)-20-(2-carboxyethyl)-10,15-diethylidene-5,9,14,19-tetramethyl-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(24),4,6,8,11,13,16,18,20-nonaen-4-yl]propanoic acid

• ChemBase ID: 3007
• Molecular Formular: C34H34FeN4O4
• Molecular Mass: 618.50316
• Monoisotopic Mass: 618.19294309
• SMILES: C/C=c\1/c(C)c2C=c3n4c(=Cc5c(CCC(=O)O)c(C)c6C=c7n8c(C=c1n2[Fe@]48n56)c(C)/c/7=C/C)c(CCC(=O)O)c3C
• Canonical SMILES: C/C=c\1/c(C)c2n3c1=Cc1c(C)c(c4n1[Fe@]13n3c(=C4)c(c(c3=Cc3n1c(=C2)/c(=C\C)/c3C)C)CCC(=O)O)CCC(=O)O
• InChI: InChI=1S/C34H34N4O4.Fe/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25;/h7-8,13-16H,9-12H2,1-6H3,(H,39,40)(H,41,42);/q-4;+4/b21-7-,22-8-,26-13-,29-14-,30-15-,31-16-
• InChIKey: HXQIYSLZKNYNMH-STIJKOADSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(1S,10Z,15Z)-20-(2-carboxyethyl)-10,15-diethylidene-5,9,14,19-tetramethyl-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(24),4,6,8,11,13,16,18,20-nonaen-4-yl]propanoic acid
• IUPAC Traditional name: @heme C
• Synonyms: Heme C

Database IDs

• PubChem SID: 160966454; 46508322
• PubChem CID: 46936638

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.1686368
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -0.15686424
• LogD (pH = 7.4): -1.6867726
• Log P: 0.19472662
• Molar Refractivity: 174.1035 cm^3
• Polarizability: 64.24261 Å^3
• Polar Surface Area: 89.25 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 4.28
• LOG S: -2.82
• Solubility (Water): 9.40e-01 g/l

DETAILS

DrugBank - DB03317

Drug information: experimental