2-{5-[amino(iminiumyl)methyl]-6-chloro-1H-indol-2-yl}-6-(cyclopentyloxy)benzen-1-olate

• ChemBase ID: 1544
• Molecular Formular: C20H20ClN3O2
• Molecular Mass: 369.8447
• Monoisotopic Mass: 369.12440458
• SMILES: c1(c(Cl)cc2c(c1)cc([nH]2)c1cccc(OC2CCCC2)c1[O-])C(=[NH2+])N
• Canonical SMILES: [O-]c1c(cccc1c1[nH]c2c(c1)cc(c(c2)Cl)C(=[NH2+])N)OC1CCCC1
• InChI: InChI=1S/C20H20ClN3O2/c21-15-10-16-11(8-14(15)20(22)23)9-17(24-16)13-6-3-7-18(19(13)25)26-12-4-1-2-5-12/h3,6-10,12,24-25H,1-2,4-5H2,(H3,22,23)
• InChIKey: QXAURVOBXQBPAP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{5-[amino(iminiumyl)methyl]-6-chloro-1H-indol-2-yl}-6-(cyclopentyloxy)benzen-1-olate
• IUPAC Traditional name: 2-{5-[amino(iminio)methyl]-6-chloro-1H-indol-2-yl}-6-(cyclopentyloxy)benzenolate
• Synonyms: CRA_10991

Database IDs

• PubChem SID: 160965001; 46506699
• PubChem CID: 447488

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.490082
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 1.6495558
• LogD (pH = 7.4): 2.0270731
• Log P: 3.5891562
• Molar Refractivity: 124.8431 cm^3
• Polarizability: 41.830517 Å^3
• Polar Surface Area: 99.69 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.81
• LOG S: -6.2
• Solubility (Water): 2.64e-04 g/l

DETAILS

DrugBank - DB01771

Drug information: experimental