N-(2-chloroethyl)-N'-(2,6-dioxopiperidin-3-yl)-N-nitrosourea

ID: ALA12200

Chembl Id: CHEMBL12200

Cas Number: 13909-02-9

PubChem CID: 26328

Max Phase: Preclinical

Molecular Formula: C8H11ClN4O4

Molecular Weight: 262.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=NN(CCCl)C(=O)NC1CCC(=O)NC1=O

Standard InChI:  InChI=1S/C8H11ClN4O4/c9-3-4-13(12-17)8(16)10-5-1-2-6(14)11-7(5)15/h5H,1-4H2,(H,10,16)(H,11,14,15)

Standard InChI Key:  KHWIRCOLWPNBJP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA12200

   1-(2-Chloroethyl)-3-(2,6-dioxo-3-piperidyl)-1-nitrosourea

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: 262.65

Molecular Weight (Monoisotopic): 262.0469

AlogP: -0.28

#Rotatable Bonds: 4

Polar Surface Area: 107.94

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.40

CX Basic pKa:

CX LogP: -0.54

CX LogD: -0.54

Aromatic Rings: 0

Heavy Atoms: 17

QED Weighted: 0.31

Np Likeness Score: -0.18

References

1. Hansch C, Leo A, Schmidt C, Jow PY, Montgomery JA..  (1980)  Antitumor structure-activity relations. Nitrosoureas vs. L-1210 leukemia.,  23  (10): [PMID:7420354] [10.1021/jm00184a007]

2. Johnston TP, Kussner CL, Carter RL, Frye JL, Lomax NR, Plowman J, Narayanan VL..  (1984)  Studies on synthesis and anticancer activity of selected N-(2-fluoroethyl)-N-nitrosoureas.,  27  (11): [PMID:6492072] [10.1021/jm00377a008]

3. Weinkam RJ, Dolan ME..  (1983)  An analysis of 1-(2-chloroethyl)-1-nitrosourea activity at the cellular level.,  26  (11): [PMID:6226795] [10.1021/jm00365a022]

4. Levin VA..  (1980)  Relationship of octanol/water partition coefficient and molecular weight to rat brain capillary permeability.,  23  (6): [PMID:7392035] [10.1021/jm00180a022]

5. PubChem BioAssay data set, 

6. Montgomery JA, McCaleb GS, Johnston TP, Mayo JG, Laster WR..  (1977)  Inhibition of solid tumors by nitrosoureas. 1. Lewis lung carcinoma.,  20  (2): [PMID:836501] [10.1021/jm00212a020]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays