6-{[(3S,4S)-4-[(2-{[(4-chlorophenyl)methyl]amino}ethyl)amino]pyrrolidin-3-yl]methyl}-4-methylpyridin-2-amine

• ChemBase ID: 5646
• Molecular Formular: C20H28ClN5
• Molecular Mass: 373.92282
• Monoisotopic Mass: 373.2033236
• SMILES: c1cc(Cl)ccc1CNCCN[C@@H]1CNC[C@@H]1Cc1cc(cc(N)n1)C
• Canonical SMILES: Clc1ccc(cc1)CNCCN[C@@H]1CNC[C@@H]1Cc1cc(C)cc(n1)N
• InChI: InChI=1S/C20H28ClN5/c1-14-8-18(26-20(22)9-14)10-16-12-24-13-19(16)25-7-6-23-11-15-2-4-17(21)5-3-15/h2-5,8-9,16,19,23-25H,6-7,10-13H2,1H3,(H2,22,26)/t16-,19+/m0/s1
• InChIKey: JDRSQGJWTVRNGM-QFBILLFUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-{[(3S,4S)-4-[(2-{[(4-chlorophenyl)methyl]amino}ethyl)amino]pyrrolidin-3-yl]methyl}-4-methylpyridin-2-amine
• IUPAC Traditional name: 6-{[(3S,4S)-4-[(2-{[(4-chlorophenyl)methyl]amino}ethyl)amino]pyrrolidin-3-yl]methyl}-4-methylpyridin-2-amine
• Synonyms: N-{(3S,4S)-4-[(6-AMINO-4-METHYLPYRIDIN-2-YL)METHYL]PYRROLIDIN-3-YL}-N'-(4-CHLOROBENZYL)ETHANE-1,2-DIAMINE

Database IDs

• PubChem SID: 160969073; 99444489
• PubChem CID: 24798097

CALCULATED PROPERTIES

JChem

• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -3.9276824
• LogD (pH = 7.4): -1.6923169
• Log P: 2.347927
• Molar Refractivity: 108.713 cm^3
• Polarizability: 42.297276 Å^3
• Polar Surface Area: 75.0 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.44
• LOG S: -4.7
• Solubility (Water): 7.39e-03 g/l

DETAILS

DrugBank - DB08018

Drug information: experimental