(1R,4S,19R)-10,14-bis(2-carboxyethyl)-4,19-bis(carboxymethyl)-4,9,15,19-tetramethyl-5,20-dioxo-2$l^{5},22$l^{5},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-2(6),3(24),7,9,11,13,15,17,21-nonaene-2,22-bis(ylium)

• ChemBase ID: 3145
• Molecular Formular: C34H32FeN4O10++
• Molecular Mass: 712.48368
• Monoisotopic Mass: 712.14678074
• SMILES: Cc1c(CCC(=O)O)c2=Cc3c(CCC(=O)O)c(C)c4C=C5[N+]6=C(C=C7[N+]8=C(C=c1n2[Fe@]68n34)C(=O)[C@@]7(C)CC(=O)O)C(=O)[C@]5(C)CC(=O)O
• Canonical SMILES: OC(=O)CCc1c(C)c2n3c1C=c1c(CCC(=O)O)c(c4=CC5=[N+]6[Fe@]3(n14)[N+]1=C(C(=O)[C@](C1=C2)(C)CC(=O)O)C=C6[C@](C5=O)(C)CC(=O)O)C
• InChI: InChI=1S/C34H34N4O10.Fe/c1-15-17(5-7-27(39)40)21-10-22-18(6-8-28(41)42)16(2)20(36-22)11-25-33(3,13-29(43)44)32(48)24(38-25)12-26-34(4,14-30(45)46)31(47)23(37-26)9-19(15)35-21;/h9-12H,5-8,13-14H2,1-4H3,(H6,35,36,37,38,39,40,41,42,43,44,45,46,47,48);/q;+4/p-2/t33-,34+;/m1./s1
• InChIKey: LZXRDVBJJHBQJH-VBAOBBRWSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,4S,19R)-10,14-bis(2-carboxyethyl)-4,19-bis(carboxymethyl)-4,9,15,19-tetramethyl-5,20-dioxo-2$l^{5},22$l^{5},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-2(6),3(24),7,9,11,13,15,17,21-nonaene-2,22-bis(ylium)
• IUPAC Traditional name: @heme D
• Synonyms: Heme D

Database IDs

• PubChem SID: 160966589; 46507660
• PubChem CID: 46936687

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.5342622
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): -6.1734447
• LogD (pH = 7.4): -9.218173
• Log P: -3.4961483
• Molar Refractivity: 173.6032 cm^3
• Polarizability: 68.6009 Å^3
• Polar Surface Area: 200.96 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 1.21
• LOG S: -5.77
• Solubility (Water): 1.32e-03 g/l

DETAILS

DrugBank - DB03469

Drug information: experimental