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Compound Detail

CHEMBL88

CYCLOPHOSPHAMIDE ANHYDROUS
💊 Approved Drug
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💊 Approved Drug
O=P1(N(CCCl)CCCl)NCCCO1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL88
Name CYCLOPHOSPHAMIDE ANHYDROUS
Phase Approved
Structure Type MOL
InChI Key CMSMOCZEIVJLDB-UHFFFAOYSA-N
Therapeutic ✓ Yes
Active Moiety CHEMBL731

Known Names

Anhydrous cyclophosphamide Ciclofosfamida Cyclophosphamide (anhydrous) Cyclophosphamide anhydrous Cyclophosphamide lyophilized Cyclophosphamide, anhydrous
12
Targets
21
Activities
1
Assay Types
30
PK Parameters
20
Publications
6
Known Names

Molecular Properties

261.1
MW (Da)
1.88
ALogP
2
HBA
1
HBD
41.6
PSA (Ų)
0.61
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1959
Availability Prescription
Chirality Racemic

Routes of Administration

Oral Parenteral

Flags

Natural Product Prodrug

Extended Properties

Molecular Formula C7H15Cl2N2O2P
MW 261.09
Aromatic Rings 0
Heavy Atoms 14
NP-Likeness -0.08

Activity Summary

IC50 21 meas. best 7.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
MDA-MB-231
CHEMBL400
 IC50 7.05 7.05 90.0 1
K562
CHEMBL385
 IC50 6.82 6.82 150.0 2
MCF7
CHEMBL387
 IC50 6.8 6.8 160.0 1
HepG2
CHEMBL395
 IC50 6.62 5.0533 240.0 3
HL-60
CHEMBL383
 IC50 5.06 5.06 8790.0 1
NIH3T3
CHEMBL614822
 IC50 4.42 4.42 37600.0 1
DU-145
CHEMBL613508
 IC50 4.28 4.28 52500.0 1
PA-1
CHEMBL614949
 IC50 4.19 4.19 64120.0 2
NCI-H522
CHEMBL614387
 IC50 4.17 4.165 67900.0 2
T47D
CHEMBL614361
 IC50 4.16 4.155 69000.0 2
HeLa
CHEMBL399
 IC50 4.15 4.15 71400.0 1
HCT-15
CHEMBL612263
 IC50 4.13 4.125 74320.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 266.0 microg.hr/mL.g Homo sapiens
AUC 382.0 microg.hr/mL.g Homo sapiens
AUC 298.0 microg.hr/mL.g Homo sapiens
AUC 216.0 microg.hr/mL.g Homo sapiens
CL 1.1 mL.min-1.kg-1 Homo sapiens
CL 1.1 mL.min-1.kg-1 Homo sapiens
CL 1.0 mL.min-1.kg-1 Homo sapiens
CL 1.1 mL.min-1.kg-1 Homo sapiens
CL 2.6 mL.min-1.kg-1 Homo sapiens
CL 12.0 mL.min-1.kg-1 Rattus norvegicus
CL 20.0 mL.min-1.kg-1 Canis lupus familiaris
CL 20.0 mL.min-1.kg-1 Macaca
CL 79.0 ml/min Homo sapiens
CL 57.0 ml/min Homo sapiens
CL 47.0 ml/min Homo sapiens
CL 64.0 ml/min Homo sapiens
CL 14.9 ml/min Homo sapiens
CL 3.4 ml/min Homo sapiens
CL 2.4 ml/min Homo sapiens
CL 2.1 ml/min Homo sapiens
CL 1.11 mL.min-1.kg-1 Homo sapiens
CL 1.622 mL.min-1.kg-1 Homo sapiens
CL 1.552 mL.min-1.kg-1 Homo sapiens
CL 0.08 mL.min-1.kg-1 Homo sapiens
CL 3.72 L/hr Homo sapiens
CL 0.9767 mL.min-1.kg-1 Homo sapiens
CL 0.8133 mL.min-1.kg-1 Homo sapiens
F 80.0 % Homo sapiens
F 74.0 % Homo sapiens
Fu 0.87 - Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
MDA-MB-231 IC50 = 90.0 nM 7.05 Cytotoxicity against Homo sapiens (human) MDA-MB-231 cells after 48 hr by MTT as... -
K562 IC50 = 150.0 nM 6.82 Cytotoxicity against Homo sapiens (human) K562 cells after 48 hr by MTT assay -
K562 IC50 = 153.0 nM 6.82 Antiproliferative activity against Homo sapiens (human) K562 cells after 48 hr b... -
MCF7 IC50 = 160.0 nM 6.8 Cytotoxicity against Homo sapiens (human) MCF7 cells after 48 hr by trypan blue ... -
HepG2 IC50 = 240.0 nM 6.62 Cytotoxicity against Homo sapiens (human) HepG2 cells after 48 hr by MTT assay -
HL-60 IC50 = 8790.0 nM 5.06 Cytotoxicity against human HL60 cells by MTT assay 20850303
NIH3T3 IC50 = 37600.0 nM 4.42 In vitro cytotoxicity against BALB/c 3T3 cells 7877150
DU-145 IC50 = 52500.0 nM 4.28 Cytotoxicity against human DU145 cells by MTT assay 21689869
HepG2 IC50 = 52300.0 nM 4.28 Growth inhibition of human HepG2 cells after 24 hrs by MTT assay 28011220
HepG2 IC50 = 55300.0 nM 4.26 Cytotoxicity against human HepG2 cells after 24 hrs by MTT assay 23202484
PA-1 IC50 = 64120.0 nM 4.19 Cytotoxicity against human PA1 cells after 24 hrs by MTT assay 23202484
PA-1 IC50 = 64120.0 nM 4.19 Growth inhibition of human PA1 cells after 24 hrs by MTT assay 28011220
NCI-H522 IC50 = 67900.0 nM 4.17 Cytotoxicity against human NCI-H522 cells after 24 hrs by MTT assay 23202484
T47D IC50 = 69000.0 nM 4.16 Growth inhibition of human T47D cells after 24 hrs by MTT assay 28011220
NCI-H522 IC50 = 69900.0 nM 4.16 Growth inhibition of human NCI-H522 cells after 24 hrs by MTT assay 28011220
HeLa IC50 = 71400.0 nM 4.15 Cytotoxicity against human HeLa cells by MTT assay 21689869
T47D IC50 = 70100.0 nM 4.15 Cytotoxicity against human T47D cells after 24 hrs by MTT assay 23202484
HCT-15 IC50 = 74320.0 nM 4.13 Cytotoxicity against human HCT15 cells after 24 hrs by MTT assay 23202484
HCT-15 IC50 = 76320.0 nM 4.12 Growth inhibition of human HCT15 cells after 24 hrs by MTT assay 28011220

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885861 Rattus norvegicus 2164
- 10.6019/CHEMBL3885881 Rattus norvegicus 439
- 10.5281/zenodo.13943903 ADMET 89
31158845 10.1038/s41586-019-1291-3 ADMET 52
7250178 10.1007/bf00548589 Homo sapiens 33
497087 10.1111/j.1365-2125.1979.tb01004.x Homo sapiens 29
11918757 10.1046/j.1523-1755.2002.00279.x Homo sapiens 20
16472241 10.2174/1570163043334794 Hepatotoxicity 18
7057413 10.1021/jm00344a002 Mus musculus 18
18268085 10.1128/aac.01311-07 Mus musculus 17
621716 10.1021/jm00200a013 L1210 17
3701785 10.1021/jm00155a022 Mus musculus 16
11356111 10.1021/jm0005149 Mus musculus 14
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
28342398 10.1016/j.ejmech.2017.03.028 Mus musculus 13
3336021 10.1021/jm00396a036 Mus musculus 12
10780911 10.1021/jm990514c Mus musculus 12
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
22574992 10.1021/jm300468t Lewis lung carcinoma cell line 10
20070106 10.1021/jm901371v Homo sapiens 8

Data from ChEMBL 36 via Core Engine