5-{[(2R)-2-cyclopropyl-7,8-dimethoxy-3,4-dihydro-2H-1-benzopyran-5-yl]methyl}pyrimidine-2,4-diamine

• ChemBase ID: 5568
• Molecular Formular: C19H24N4O3
• Molecular Mass: 356.41886
• Monoisotopic Mass: 356.18484065
• SMILES: Nc1nc(N)ncc1Cc1cc(OC)c(c2c1CC[C@@H](O2)C1CC1)OC
• Canonical SMILES: COc1cc(Cc2cnc(nc2N)N)c2c(c1OC)O[C@H](CC2)C1CC1
• InChI: InChI=1S/C19H24N4O3/c1-24-15-8-11(7-12-9-22-19(21)23-18(12)20)13-5-6-14(10-3-4-10)26-16(13)17(15)25-2/h8-10,14H,3-7H2,1-2H3,(H4,20,21,22,23)/t14-/m1/s1
• InChIKey: NDFSISRMJLBWAF-CQSZACIVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-{[(2R)-2-cyclopropyl-7,8-dimethoxy-3,4-dihydro-2H-1-benzopyran-5-yl]methyl}pyrimidine-2,4-diamine
• IUPAC Traditional name: 5-{[(2R)-2-cyclopropyl-7,8-dimethoxy-3,4-dihydro-2H-1-benzopyran-5-yl]methyl}pyrimidine-2,4-diamine
• Synonyms: 5-[[(2R)-2-cyclopropyl-7,8-dimethoxy-chroman-5-yl]methyl]pyrimidine-2,4-diamine

Database IDs

• PubChem SID: 160968996; 99444409
• PubChem CID: 44543639

CALCULATED PROPERTIES

JChem

• Acid pKa: 17.331
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 1.3453349
• LogD (pH = 7.4): 2.4213104
• Log P: 2.6087089
• Molar Refractivity: 101.0322 cm^3
• Polarizability: 37.420246 Å^3
• Polar Surface Area: 105.51 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.35
• LOG S: -3.4
• Solubility (Water): 1.40e-01 g/l

DETAILS

DrugBank - DB07938

Drug information: experimental