{[(2-aminoethyl)amino]({[(1S,12S,14R)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0^{1,12}.0^{6,17}]heptadeca-6,8,10(17),15-tetraen-14-yl]oxy})phosphoryl}bis(2-chloroethyl)amine

ID: ALA565445

Chembl Id: CHEMBL565445

PubChem CID: 45483331

Max Phase: Preclinical

Molecular Formula: C23H35Cl2N4O4P

Molecular Weight: 533.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c3c1O[C@H]1C[C@@H](OP(=O)(NCCN)N(CCCl)CCCl)C=C[C@@]31CCN(C)C2

Standard InChI:  InChI=1S/C23H35Cl2N4O4P/c1-28-12-7-23-6-5-18(33-34(30,27-11-10-26)29(13-8-24)14-9-25)15-20(23)32-22-19(31-2)4-3-17(16-28)21(22)23/h3-6,18,20H,7-16,26H2,1-2H3,(H,27,30)/t18-,20-,23-,34?/m0/s1

Standard InChI Key:  ANYDLMLIHHQQFA-OZMWKAMBSA-N

Alternative Forms

1. Parent:

   

   ALA565445

   N'-[bis(2-chloroethyl)amino-[[(1S,12S,14R)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9,15-tetraen-14-yl]oxy]phosphoryl]ethane-1,2-diamine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 533.44

Molecular Weight (Monoisotopic): 532.1773

AlogP: 3.31

#Rotatable Bonds: 11

Polar Surface Area: 89.29

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.42

CX LogP: 1.09

CX LogD: -2.04

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.25

Np Likeness Score: 1.12

References

1. Koteswara Rao V, Janardhan Rao A, Subba Reddy S, Naga Raju C, Visweswara Rao P, Ghosh SK..  (2010)  Synthesis, spectral characterization and biological evaluation of phosphorylated derivatives of galanthamine.,  45  (1): [PMID:19853328] [10.1016/j.ejmech.2009.09.045]

Source

Source(1):

• Scientific Literature