2-(3,4-dihydroxybenzoyl)-3-(4-hydroxy-3-iodo-5-methoxyphenyl)prop-2-enenitrile

• ChemBase ID: 156043
• Molecular Formular: C17H12INO5
• Molecular Mass: 437.18535
• Monoisotopic Mass: 436.97602049
• SMILES: COc1cc(cc(c1O)I)/C=C(\C#N)/C(=O)c1ccc(c(c1)O)O
• Canonical SMILES: N#C/C(=C\c1cc(I)c(c(c1)OC)O)/C(=O)c1ccc(c(c1)O)O
• InChI: InChI=1S/C17H12INO5/c1-24-15-6-9(5-12(18)17(15)23)4-11(8-19)16(22)10-2-3-13(20)14(21)7-10/h2-7,20-21,23H,1H3
• InChIKey: HSRMHXWCTRFVHK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3,4-dihydroxybenzoyl)-3-(4-hydroxy-3-iodo-5-methoxyphenyl)prop-2-enenitrile
• IUPAC Traditional name: 2-(3,4-dihydroxybenzoyl)-3-(4-hydroxy-3-iodo-5-methoxyphenyl)prop-2-enenitrile
• Synonyms: I-OMe-AG 538; I-OMe-Tyrphostin AG 538; α-Cyano-(3-methoxy-4-hydroxy-5-iodocinnamoyl)-(3′,4′-dihydroxyphenyl)ketone

Database IDs

• MDL Number: MFCD03453582
• PubChem SID: 162250181; 24278758
• PubChem CID: 5353685

CALCULATED PROPERTIES

• Acid pKa: 6.8837566
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 3.5451658
• LogD (pH = 7.4): 2.7652256
• Log P: 3.562761
• Molar Refractivity: 97.699 cm^3
• Polarizability: 36.603546 Å^3
• Polar Surface Area: 110.78 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... IGF1(3479), IGF1R(3480)

Product Information

• Empirical Formula (Hill Notation): C17H12INO5

DETAILS

Sigma Aldrich - T7697

Biochem/physiol Actions
Insulin growth factor 1 (IGF-1) receptor protein tyrosine kinase inhibitor.