3,4-difluoro-N-[(1s,4s)-4-{[4-(dimethylamino)quinazolin-2-yl]amino}cyclohexyl]benzamide hydrochloride

• ChemBase ID: 154035
• Molecular Formular: C23H26ClF2N5O
• Molecular Mass: 461.9352464
• Monoisotopic Mass: 461.1793946
• SMILES: CN(c1nc(nc2c1cccc2)N[C@H]1CC[C@H](CC1)NC(=O)c1cc(c(cc1)F)F)C.Cl
• Canonical SMILES: O=C(c1ccc(c(c1)F)F)N[C@@H]1CC[C@@H](CC1)Nc1nc2ccccc2c(n1)N(C)C.Cl
• InChI: InChI=1S/C23H25F2N5O.ClH/c1-30(2)21-17-5-3-4-6-20(17)28-23(29-21)27-16-10-8-15(9-11-16)26-22(31)14-7-12-18(24)19(25)13-14;/h3-7,12-13,15-16H,8-11H2,1-2H3,(H,26,31)(H,27,28,29);1H/t15-,16+
• InChIKey: HUUPKFUYSQNNLO-FAESNJTISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,4-difluoro-N-[(1s,4s)-4-{[4-(dimethylamino)quinazolin-2-yl]amino}cyclohexyl]benzamide hydrochloride
• IUPAC Traditional name: 3,4-difluoro-N-[(1s,4s)-4-{[4-(dimethylamino)quinazolin-2-yl]amino}cyclohexyl]benzamide hydrochloride
• Synonyms: N-(cis-4-{[4-(Dimethylamino)quinazolin-2-yl]amino}cyclohexyl)-3,4-difluorobenzamide HCl; ATC0175

Database IDs

• CAS Number: 510733-97-8
• MDL Number: MFCD08276913
• PubChem SID: 24724389; 162248174
• PubChem CID: 9934032

CALCULATED PROPERTIES

• Acid pKa: 14.253603
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 3.477716
• LogD (pH = 7.4): 4.4794645
• Log P: 4.5432234
• Molar Refractivity: 118.5707 cm^3
• Polarizability: 44.06866 Å^3
• Polar Surface Area: 70.15 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble5 mg/mL; H2O: insoluble
• Apperance: solid

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335-H413
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C23H26ClF2N5O

DETAILS

Sigma Aldrich - A3355

Biochem/physiol Actions
ATC0175 is a non-peptide, orally active melanin-concentrating hormone receptor 1 (MCHR1) antagonist.
Non-peptide, orally active melanin-concentrating hormone receptor 1 (MCHR1) antagonist.