3-(2-Chloro-ethyl)-4-oxo-3,4-dihydro-imidazo[5,1-d][1,2,3,5]tetrazine-8-carboxylic acid ethyl ester

ID: ALA280616

Cas Number: 113942-48-6

PubChem CID: 44278762

Max Phase: Preclinical

Molecular Formula: C9H10ClN5O3

Molecular Weight: 271.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1ncn2c(=O)n(CCCl)nnc12

Standard InChI:  InChI=1S/C9H10ClN5O3/c1-2-18-8(16)6-7-12-13-15(4-3-10)9(17)14(7)5-11-6/h5H,2-4H2,1H3

Standard InChI Key:  IXFIBXQXPGNVJA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    5.1625   -4.3500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1625   -3.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5917   -3.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6875   -3.4500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6792   -4.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2042   -3.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2042   -4.3542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2417   -4.0500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5875   -4.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4042   -2.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6792   -5.2542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8125   -2.5417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7292   -4.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8167   -2.8625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7667   -4.6542    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.2500   -4.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6292   -2.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0375   -1.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  4  2  1  0
  5  1  1  0
  6  7  1  0
  7  5  1  0
  8  9  2  0
  9  1  1  0
 10  3  1  0
 11  5  2  0
 12 10  2  0
 13  7  1  0
 14 10  1  0
 15 16  1  0
 16 13  1  0
 17 14  1  0
 18 17  1  0
  3  8  1  0
  4  6  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA280616

   Ethyl 3-(2-chloroethyl)-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carboxylate

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: 271.66

Molecular Weight (Monoisotopic): 271.0472

AlogP: -0.30

#Rotatable Bonds: 4

Polar Surface Area: 91.38

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.69

CX LogD: 1.69

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.56

Np Likeness Score: -1.71

References

1. Horspool KR, Stevens MF, Newton CG, Lunt E, Walsh RJ, Pedgrift BL, Baig GU, Lavelle F, Fizames C..  (1990)  Antitumor imidazotetrazines. 20. Preparation of the 8-acid derivative of mitozolomide and its utility in the preparation of active antitumor agents.,  33  (5): [PMID:2329560] [10.1021/jm00167a018]

Source

Source(1):

• Scientific Literature