Cyclophosphamide monohydrateProduct ingredient for Cyclophosphamide

Name
Cyclophosphamide monohydrate
Drug Entry
Cyclophosphamide

Precursor of an alkylating nitrogen mustard antineoplastic and immunosuppressive agent that must be activated in the liver to form the active aldophosphamide. It has been used in the treatment of lymphoma and leukemia. Its side effect, alopecia, has been used for defleecing sheep. Cyclophosphamide may also cause sterility, birth defects, mutations, and cancer.

Accession Number
DBSALT001814
Structure
Synonyms
(±)-2-(Bis(2-chloroethyl)amino)tetrahydro-2H-1,3,2-oxazaphosphorine 2-oxide monohydrate / (Bis(chloro-2-ethyl)amino)-2-tetrahydro-3,4,5,6-oxazaphosphorine-1,3,2-oxide-2 monohydrate / 1-Bis(2-chloroethyl)amino-1-oxo-2-aza-5-oxaphosphoridine monohydrate / 2-(Bis(2-chloroethyl)amino)-1-oxa-3-aza-2-phosphocyclohexane 2-oxide monohydrate / 2-(Di(2-chloroethyl)amino)-1-oxa-3-aza-2-phosphacyclohexane-2-oxide monohydrate / Bis(2-chloroethyl)phosphoramide cyclic propanolamide ester monohydrate / Cyclophosphamide hydrate / N,N-Bis(2-chloroethyl)tetrahydro-2H-1,3,2-oxaphosphorin-2-amine, 2-oxide monohydrate / N,N-Bis(beta-chloroethyl)-N',O-trimethylenephosphoric acid ester diamide monohydrate
UNII
8N3DW7272P
CAS Number
6055-19-2
Weight
Average: 279.1
Monoisotopic: 278.0353848
Chemical Formula
C7H17Cl2N2O3P
InChI Key
PWOQRKCAHTVFLB-UHFFFAOYSA-N
InChI
InChI=1S/C7H15Cl2N2O2P.H2O/c8-2-5-11(6-3-9)14(12)10-4-1-7-13-14;/h1-7H2,(H,10,12);1H2
IUPAC Name
2-[bis(2-chloroethyl)amino]-1,3,2λ⁵-oxazaphosphinan-2-one hydrate
SMILES
O.ClCCN(CCCl)P1(=O)NCCCO1
KEGG Drug
D00287
KEGG Compound
C06933
ChemSpider
21041
ChEBI
4026
ChEMBL
CHEMBL1200796
Predicted Properties
PropertyValueSource
Water Solubility15.1 mg/mLALOGPS
logP0.76ALOGPS
logP0.097Chemaxon
logS-1.2ALOGPS
pKa (Strongest Acidic)12.78Chemaxon
pKa (Strongest Basic)0.02Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area41.57 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity58.48 m3·mol-1Chemaxon
Polarizability23.61 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon