[(4S)-4-{[(9E)-6-chloro-2-methoxy-9,10-dihydroacridin-9-ylidene]amino}pentyl]bis(2-chloroethyl)amine

• ChemBase ID: 1991
• Molecular Formular: C23H28Cl3N3O
• Molecular Mass: 468.84692
• Monoisotopic Mass: 467.12979557
• SMILES: COc1ccc2[nH]c3cc(Cl)ccc3/c(=N\[C@@H](C)CCCN(CCCl)CCCl)/c2c1
• Canonical SMILES: ClCCN(CCCl)CCC[C@@H](/N=c\1/c2cc(OC)ccc2[nH]c2c1ccc(c2)Cl)C
• InChI: InChI=1S/C23H28Cl3N3O/c1-16(4-3-11-29(12-9-24)13-10-25)27-23-19-7-5-17(26)14-22(19)28-21-8-6-18(30-2)15-20(21)23/h5-8,14-16H,3-4,9-13H2,1-2H3,(H,27,28)/t16-/m0/s1
• InChIKey: UKOBAUFLOGFCMV-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(4S)-4-{[(9E)-6-chloro-2-methoxy-9,10-dihydroacridin-9-ylidene]amino}pentyl]bis(2-chloroethyl)amine
• IUPAC Traditional name: [(4S)-4-{[(9E)-6-chloro-2-methoxy-10H-acridin-9-ylidene]amino}pentyl]bis(2-chloroethyl)amine
• Synonyms: N-{(1s)-4-[Bis(2-Chloroethyl)Amino]-1-Methylbutyl}-N-(6-Chloro-2-Methoxy-9-Acridinyl)Amine

Database IDs

• PubChem SID: 160965446; 46507946
• PubChem CID: 21158865

CALCULATED PROPERTIES

JChem

• Acid pKa: 17.517553
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 4.492258
• LogD (pH = 7.4): 5.8388
• Log P: 5.9235115
• Molar Refractivity: 127.918 cm^3
• Polarizability: 49.002968 Å^3
• Polar Surface Area: 36.86 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 5.72
• LOG S: -6.28
• Solubility (Water): 2.46e-04 g/l

DETAILS

DrugBank - DB02240

Drug information: experimental