{[(2-aminoethyl)sulfanyl]({[(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: ALA573279

Chembl Id: CHEMBL573279

PubChem CID: 45483385

Max Phase: Preclinical

Molecular Formula: C23H34Cl2N3O4PS

Molecular Weight: 550.49

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H34Cl2N3O4PS/c1-27-11-7-23-6-5-18(32-33(29,34-14-10-26)28(12-8-24)13-9-25)15-20(23)31-22-19(30-2)4-3-17(16-27)21(22)23/h3-6,18,20H,7-16,26H2,1-2H3/t18-,20-,23-,33?/m0/s1

Standard InChI Key:  ODFMTQKYSYZABQ-KQYVQNMBSA-N

Alternative Forms

1. Parent:

   

   ALA573279

   2-[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]sulfanylethanamine

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: 550.49

Molecular Weight (Monoisotopic): 549.1385

AlogP: 4.45

#Rotatable Bonds: 11

Polar Surface Area: 77.26

Molecular Species: BASE

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.25

CX LogP: 2.09

CX LogD: -1.74

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.25

Np Likeness Score: 1.10

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