Temozolomide

ID: ALA4248195

PubChem CID: 91564913

Max Phase: Preclinical

Molecular Formula: C6H8N6O2

Molecular Weight: 196.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1nnc2c(C(N)O)ncn2c1=O

Standard InChI:  InChI=1S/C6H8N6O2/c1-11-6(14)12-2-8-3(4(7)13)5(12)9-10-11/h2,4,13H,7H2,1H3

Standard InChI Key:  BNLDPKUUYRNURL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 15  0  0  0  0  0  0  0  0999 V2000
    4.2964   -7.3919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2964   -8.2091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0017   -8.6135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0017   -6.9791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7070   -7.3919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7115   -8.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4911   -8.4586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9684   -7.7940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4838   -7.1348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5875   -6.9853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0017   -6.1620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8925   -9.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4801   -9.8680    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7097   -9.1668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  2  0
  3  6  1  0
  5  4  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  1 10  1  0
  4 11  2  0
  7 12  1  0
 12 13  1  0
 12 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4248195

   8-[Amino(hydroxy)methyl]-3-methylimidazo[5,1-d][1,2,3,5]tetrazin-4-one

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: 196.17

Molecular Weight (Monoisotopic): 196.0709

AlogP: -2.23

#Rotatable Bonds: 1

Polar Surface Area: 111.33

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.10

CX Basic pKa: 6.12

CX LogP: -0.60

CX LogD: -0.62

Aromatic Rings: 2

Heavy Atoms: 14

QED Weighted: 0.50

Np Likeness Score: -0.99

References

1. Boyle KE, Boger DL, Wroe A, Vazquez M..  (2018)  Duocarmycin SA, a potent antitumor antibiotic, sensitizes glioblastoma cells to proton radiation.,  28  (16): [PMID:29650288] [10.1016/j.bmcl.2018.04.008]

Source

Source(1):

• Scientific Literature