({[bis(2-chloroethyl)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}oxy)phosphonic acid

ID: ALA573055

Chembl Id: CHEMBL573055

PubChem CID: 45483384

Max Phase: Preclinical

Molecular Formula: C21H30Cl2N2O8P2

Molecular Weight: 571.33

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H30Cl2N2O8P2/c1-24-10-7-21-6-5-16(32-34(26,33-35(27,28)29)25(11-8-22)12-9-23)13-18(21)31-20-17(30-2)4-3-15(14-24)19(20)21/h3-6,16,18H,7-14H2,1-2H3,(H2,27,28,29)/t16-,18-,21-,34?/m0/s1

Standard InChI Key:  FOTQVOYAGFEOCD-QUKOSGBISA-N

Alternative Forms

1. Parent:

   

   ALA573055

   [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] dihydrogen phosphate

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: 571.33

Molecular Weight (Monoisotopic): 570.0854

AlogP: 3.87

#Rotatable Bonds: 10

Polar Surface Area: 118.00

Molecular Species: ZWITTERION

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 0.25

CX Basic pKa: 8.58

CX LogP: 0.34

CX LogD: -1.64

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.24

Np Likeness Score: 1.30

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