3-[(1R,10S,15R)-20-(2-carboxyethyl)-15-ethenyl-10-(1-hydroxyethenyl)-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: 2658
• Molecular Formular: C34H34FeN4O5
• Molecular Mass: 634.50256
• Monoisotopic Mass: 634.18785771
• SMILES: CC1=C2C=C3[C@@H](C(=C)O)C(=C4C=c5n6c(=Cc7c(CCC(=O)O)c(C)c8C=C([C@@H]1C=C)N2[Fe@@]6(N34)n78)c(CCC(=O)O)c5C)C
• Canonical SMILES: C=C[C@@H]1C(=C2N3C1=Cc1c(C)c(c4n1[Fe@@]13N3C(=C2)[C@@H](C(=C)O)C(=C3C=c2n1c(=C4)c(c2C)CCC(=O)O)C)CCC(=O)O)C
• InChI: InChI=1S/C34H34N4O5.Fe/c1-7-21-16(2)26-14-31-34(20(6)39)19(5)27(38-31)12-24-17(3)22(8-10-32(40)41)29(36-24)15-30-23(9-11-33(42)43)18(4)25(37-30)13-28(21)35-26;/h7,12-15,21,34,39H,1,6,8-11H2,2-5H3,(H,40,41)(H,42,43);/q-4;+4/b24-12-,28-13-,29-15-,31-14-;/t21-,34-;/m1./s1
• InChIKey: JCECKEHNPXVLGS-SJHVGCKASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(1R,10S,15R)-20-(2-carboxyethyl)-15-ethenyl-10-(1-hydroxyethenyl)-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: @2-acetyl-protoporphyrin ix
• Synonyms: 2-Acetyl-Protoporphyrin Ix

Database IDs

• PubChem SID: 46505245; 160966107
• PubChem CID: 17754017

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.1380172
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -2.7085083
• LogD (pH = 7.4): -4.144142
• Log P: -2.505076
• Molar Refractivity: 174.5932 cm^3
• Polarizability: 64.88644 Å^3
• Polar Surface Area: 109.48 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 3.15
• LOG S: -2.78
• Solubility (Water): 1.05e+00 g/l

DETAILS

DrugBank - DB02949

Drug information: experimental