(1S)-2-[(2,4-diaminopteridin-6-yl)methyl]-2-azatricyclo[9.4.0.0^{3,8}]pentadeca-3,5,7,9,11,14-hexaen-6-ol

• ChemBase ID: 6061
• Molecular Formular: C21H19N7O
• Molecular Mass: 385.42186
• Monoisotopic Mass: 385.16510826
• SMILES: c1nc2nc(N)nc(N)c2nc1CN1[C@H]2C=CCC=C2C=Cc2cc(ccc12)O
• Canonical SMILES: Oc1ccc2c(c1)C=CC1=CCC=C[C@@H]1N2Cc1cnc2c(n1)c(N)nc(n2)N
• InChI: InChI=1S/C21H19N7O/c22-19-18-20(27-21(23)26-19)24-10-14(25-18)11-28-16-4-2-1-3-12(16)5-6-13-9-15(29)7-8-17(13)28/h2-10,16,29H,1,11H2,(H4,22,23,24,26,27)/t16-/m0/s1
• InChIKey: PCBWLKUEKANDCL-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S)-2-[(2,4-diaminopteridin-6-yl)methyl]-2-azatricyclo[9.4.0.0^{3,8}]pentadeca-3,5,7,9,11,14-hexaen-6-ol
• IUPAC Traditional name: (1S)-2-[(2,4-diaminopteridin-6-yl)methyl]-2-azatricyclo[9.4.0.0^{3,8}]pentadeca-3,5,7,9,11,14-hexaen-6-ol
• Synonyms: (4aS)-5-[(2,4-diaminopteridin-6-yl)methyl]-4a,5-dihydro-2H-dibenzo[b,f]azepin-8-ol

Database IDs

• PubChem SID: 160969486; 99444919
• PubChem CID: 46937152

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.158069
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): 2.326099
• LogD (pH = 7.4): 2.326694
• Log P: 2.327465
• Molar Refractivity: 117.4247 cm^3
• Polarizability: 41.673046 Å^3
• Polar Surface Area: 127.07 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.44
• LOG S: -3.31
• Solubility (Water): 1.88e-01 g/l

DETAILS

DrugBank - DB08448

Drug information: experimental