cyclophosphamide
C₇H₁₅Cl₂N₂O₂P·261.080 g/mol·CID 2907
IUPAC: N,N-bis(2-chloroethyl)-2-oxo-1,3,2lambda5-oxazaphosphinan-2-amine
Also known as: 50-18-0, Cytoxan, Cyclophosphamid, Cyclophosphane, Endoxan (+14 more)
Molecular Structure
Molecular Propertiesmass · H-bonds · stereo
Molecular Weight
261.080g/mol
Exact Mass
260.024820Da
Monoisotopic Mass
260.024820Da
XLogP
0.6
Polar Surface Area
41.6Ų
Complexity
212
Formal Charge
0
H-Bond Donors
1
H-Bond Acceptors
4
Rotatable Bonds
5
Heavy Atoms
14
Stereo Centers
0
Bond Stereo
0
Drug-Likeness (Lipinski's Rule of Five)
✓ 261.1 g/mol
MW ≤ 500
✓ 0.6
LogP ≤ 5
✓ 1
H-bond donors ≤ 5
✓ 4
H-bond acceptors ≤ 10
Passes all rules — good oral bioavailability predicted
GHS Hazard Classification
Danger
Hazards
H301Toxic if swallowedH302Harmful if swallowedH318Causes serious eye damageH340May cause genetic defectsH350May cause cancerH360May damage fertility or the unborn childH372Causes damage to organs through prolonged or repeated exposureH362May cause harm to breast-fed childrenH370Causes damage to organs
Source: PubChem GHS Classification. Always consult the SDS for handling.
Chemical IdentifiersSMILES · InChI
InChI
InChI=1S/C7H15Cl2N2O2P/c8-2-5-11(6-3-9)14(12)10-4-1-7-13-14/h1-7H2,(H,10,12)
Isomers8 compounds with formula C₇H₁₅Cl₂N₂O₂P
N,3-bis(2-chloroethyl)-2-oxo-1,3,2lambda5-oxazaphosphinan-2-amine
CID 3690 · 261.1 g/mol
(2R)-N,N-bis(2-chloroethyl)-2-oxo-1,3,2lambda5-oxazaphosphinan-2-amine
CID 9554282 · 261.1 g/mol
(2S)-N,3-bis(2-chloroethyl)-2-oxo-1,3,2lambda5-oxazaphosphinan-2-amine
CID 9588019 · 261.1 g/mol
(2R)-N,3-bis(2-chloroethyl)-2-oxo-1,3,2lambda5-oxazaphosphinan-2-amine
CID 9588020 · 261.1 g/mol
(2S)-N,N-bis(2-chloroethyl)-2-oxo-1,3,2lambda5-oxazaphosphinan-2-amine
CID 9554281 · 261.1 g/mol
N,N-bis(2-chloroethyl)-5,5-dideuterio-2-oxo-1,3,2lambda5-oxazaphosphinan-2-amine
CID 84061 · 263.1 g/mol
3-(2-chloroethyl)-2-(2-chloroethylamino)-1,3,2-oxazaphosphinan-4-ol
CID 115317 · 261.1 g/mol
N,N-bis(2-chloroethyl)-5-methyl-2-oxo-1,3,2lambda5-oxazaphospholidin-2-amine
CID 98420 · 261.1 g/mol