3-{4-[2-(4-{[(2S)-2-(3-chlorophenyl)-2-hydroxyethyl]amino}-2-oxo-1,2-dihydropyridin-3-yl)-7-methyl-1H-1,3-benzodiazol-5-yl]piperazin-1-yl}propanenitrile

• ChemBase ID: 73151
• Molecular Formular: C28H30ClN7O2
• Molecular Mass: 532.0365
• Monoisotopic Mass: 531.21495092
• SMILES: c1c(cc2c(c1C)[nH]c(n2)c1c(cc[nH]c1=O)NC[C@H](c1cccc(c1)Cl)O)N1CCN(CC1)CCC#N
• Canonical SMILES: N#CCCN1CCN(CC1)c1cc(C)c2c(c1)nc([nH]2)c1c(NC[C@H](c2cccc(c2)Cl)O)cc[nH]c1=O
• InChI: InChI=1S/C28H30ClN7O2/c1-18-14-21(36-12-10-35(11-13-36)9-3-7-30)16-23-26(18)34-27(33-23)25-22(6-8-31-28(25)38)32-17-24(37)19-4-2-5-20(29)15-19/h2,4-6,8,14-16,24,37H,3,9-13,17H2,1H3,(H,33,34)(H2,31,32,38)/t24-/m1/s1
• InChIKey: VVIPLSCLYCWUQT-XMMPIXPASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{4-[2-(4-{[(2S)-2-(3-chlorophenyl)-2-hydroxyethyl]amino}-2-oxo-1,2-dihydropyridin-3-yl)-7-methyl-1H-1,3-benzodiazol-5-yl]piperazin-1-yl}propanenitrile
• IUPAC Traditional name: 3-{4-[2-(4-{[(2S)-2-(3-chlorophenyl)-2-hydroxyethyl]amino}-2-oxo-1H-pyridin-3-yl)-7-methyl-1H-1,3-benzodiazol-5-yl]piperazin-1-yl}propanenitrile
• Synonyms: AC480; BMS599626; BMS-554417

Database IDs

• CAS Number: 468741-42-6
• PubChem SID: 162038071
• PubChem CID: 54754526

CALCULATED PROPERTIES

• Acid pKa: 9.729593
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 2.2106133
• LogD (pH = 7.4): 2.672818
• Log P: 2.6848512
• Molar Refractivity: 149.8726 cm^3
• Polarizability: 57.238728 Å^3
• Polar Surface Area: 120.31 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Soluble in DMSO

Safety Information

• Storage Condition: -20°C

Pharmacology Properties

• Target: IGF-1R

Product Information

• Salt Data: Free Base

DETAILS

Selleck Chemicals - S1086

Related research area: Cancer

REFERENCES

• ] Paul Haluska et al. Cancer Res.2006 January 1;66:362-371