2-[({[(2-chloroethyl)(nitroso)amino]carbonyl}oxy)methyl]phenyl acetate

ID: ALA33979

Chembl Id: CHEMBL33979

PubChem CID: 10804212

Max Phase: Preclinical

Molecular Formula: C12H13ClN2O5

Molecular Weight: 300.70

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 2-[({[(2-Chloroethyl)(Nitroso)Amino]Carbonyl}Oxy)Methyl]Phenyl Acetate | CHEMBL33979|2-[({[(2-chloroethyl)(nitroso)amino]carbonyl}oxy)methyl]phenyl acetate

Canonical SMILES:  CC(=O)Oc1ccccc1COC(=O)N(CCCl)N=O

Standard InChI:  InChI=1S/C12H13ClN2O5/c1-9(16)20-11-5-3-2-4-10(11)8-19-12(17)15(14-18)7-6-13/h2-5H,6-8H2,1H3

Standard InChI Key:  VPNZFCIDCZJXSN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA33979

   2-[({[(2-Chloroethyl)(nitroso)amino]carbonyl}oxy)methyl]phenyl 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: 300.70

Molecular Weight (Monoisotopic): 300.0513

AlogP: 2.47

#Rotatable Bonds: 6

Polar Surface Area: 85.27

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.42

CX LogD: 2.42

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.26

Np Likeness Score: -0.10

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