Imino cyclophosphamide

ID: ALA3706538

Cas Number: 84489-09-8

PubChem CID: 134773

Max Phase: Preclinical

Molecular Formula: C7H13Cl2N2O2P

Molecular Weight: 259.07

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=P1(N(CCCl)CCCl)N=CCCO1

Standard InChI:  InChI=1S/C7H13Cl2N2O2P/c8-2-5-11(6-3-9)14(12)10-4-1-7-13-14/h4H,1-3,5-7H2

Standard InChI Key:  WCPGXZCOHAERPQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 14  0  0  0  0  0  0  0  0999 V2000
    1.2990   -0.7500    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2626   -2.2300    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3233   -0.1247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0368   -2.9810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5609   -2.9829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0761   -5.0822    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5970   -5.0858    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0372   -4.4818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5589   -4.4838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  1  1  0
  5  1  2  0
  6  3  1  0
  7  3  1  0
  8 13  1  0
  9 14  1  0
 10  2  2  0
 11 12  1  0
 12  4  1  0
 13  6  1  0
 14  7  1  0
 11 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3706538

   Iminocyclophosphamide

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: 259.07

Molecular Weight (Monoisotopic): 258.0092

AlogP: 2.37

#Rotatable Bonds: 5

Polar Surface Area: 41.90

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.25

CX LogP: 0.12

CX LogD: 0.12

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.56

Np Likeness Score: -0.11

References

1. Zhong S, Huang M, Yang X, Liang L, Wang Y, Romkes M, Duan W, Chan E, Zhou SF..  (2006)  Relationship of glutathione S-transferase genotypes with side-effects of pulsed cyclophosphamide therapy in patients with systemic lupus erythematosus.,  62  (4): [PMID:16995867] [10.1111/j.1365-2125.2006.02690.x]

Source

Source(1):

• Curated Drug Metabolism Pathways