3-(acetyloxy)-6-[(acetyloxy)methyl]-2-({[(2-chloroethyl)(nitroso)amino]carbonyl}oxy)-4-acetyloxytetrahydro-2H-pyran-4-yl acetate

ID: ALA38153

Chembl Id: CHEMBL38153

PubChem CID: 44283448

Max Phase: Preclinical

Molecular Formula: C17H23ClN2O12

Molecular Weight: 482.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)OCC1CC(OC(C)=O)(OC(C)=O)C(OC(C)=O)C(OC(=O)N(CCCl)N=O)O1

Standard InChI:  InChI=1S/C17H23ClN2O12/c1-9(21)27-8-13-7-17(31-11(3)23,32-12(4)24)14(28-10(2)22)15(29-13)30-16(25)20(19-26)6-5-18/h13-15H,5-8H2,1-4H3

Standard InChI Key:  DFDFJYRMRNOOJU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA38153

   [4,4,5-Triacetyloxy-6-[2-chloroethyl(nitroso)carbamoyl]oxyoxan-2-yl]methyl acetate

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: 482.83

Molecular Weight (Monoisotopic): 482.0940

AlogP: 0.78

#Rotatable Bonds: 9

Polar Surface Area: 173.40

Molecular Species: NEUTRAL

HBA: 13

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.15

CX LogD: 1.15

Aromatic Rings: ┄

Heavy Atoms: 32

QED Weighted: 0.11

Np Likeness Score: 0.94

References

1. Reynolds RC, Tiwari A, Harwell JE, Gordon DG, Garrett BD, Gilbert KS, Schmid SM, Waud WR, Struck RF..  (2000)  Synthesis and evaluation of several new (2-chloroethyl)nitrosocarbamates as potential anticancer agents.,  43  (8): [PMID:10780904] [10.1021/jm990417j]

Source

Source(1):

• Scientific Literature