1-(2-cyclopropylethyl)-6-(cyclopropylmethyl)-3-(3,4-dichlorophenyl)pyrimido[5,4-e][1,2,4]triazine-5,7(1H,6H)-dione

ID: ALA1098318

PubChem CID: 46886662

Max Phase: Preclinical

Molecular Formula: C20H19Cl2N5O2

Molecular Weight: 432.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1nc2n(CCC3CC3)nc(-c3ccc(Cl)c(Cl)c3)nc-2c(=O)n1CC1CC1

Standard InChI:  InChI=1S/C20H19Cl2N5O2/c21-14-6-5-13(9-15(14)22)17-23-16-18(27(25-17)8-7-11-1-2-11)24-20(29)26(19(16)28)10-12-3-4-12/h5-6,9,11-12H,1-4,7-8,10H2

Standard InChI Key:  OSHRNSGCVBMTOL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 33  0  0  0  0  0  0  0  0999 V2000
    5.6402  -17.6458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6391  -18.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3521  -17.2330    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0675  -17.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0682  -18.4690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7835  -18.8800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4986  -18.4652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4938  -17.6352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7779  -17.2280    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2057  -17.2184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7853  -19.7050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3496  -16.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9243  -18.8851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2146  -18.8749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2118  -18.4706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4975  -18.8818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4964  -19.7077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2155  -20.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9269  -19.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7821  -20.1206    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.7835  -18.4684    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.0629  -15.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2179  -19.6999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8127  -20.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6377  -20.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7786  -16.4038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1948  -17.1115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6052  -16.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3539  -18.8860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2 13  1  0
  5  6  1  0
  7 14  1  0
  1  2  2  0
 13 15  2  0
  6  7  1  0
 15 16  1  0
  4  3  1  0
 16 17  2  0
  7  8  1  0
 17 18  1  0
  3  1  1  0
 18 19  2  0
 19 13  1  0
  8  9  1  0
 17 20  1  0
  9  4  2  0
 16 21  1  0
 12 22  1  0
  8 10  2  0
 14 23  1  0
 24 23  1  0
 25 24  1  0
 23 25  1  0
  2 29  1  0
  6 11  2  0
  4  5  1  0
 22 26  1  0
 27 26  1  0
 28 27  1  0
 26 28  1  0
  3 12  1  0
 29  5  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1098318

   1-(2-Cyclopropylethyl)-6-(cyclopropylmethyl)-3-(3,4-dichlorophenyl)pyrimido[5,4-e][1,2,4]triazine-5,7-dione

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: 432.31

Molecular Weight (Monoisotopic): 431.0916

AlogP: 3.48

#Rotatable Bonds: 6

Polar Surface Area: 82.67

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.92

CX LogD: 3.92

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.60

Np Likeness Score: -1.35

References

1. Zhou Y, Liu G, Chen J, Reddy PS, Yoon IS, Zhang M, Zhang B, Barber JR, Ng SC..  (2009)  Pyrimido[5,4-e][1,2,4]triazine-5,7(1H,6H)-dione derivatives: their cytoprotection effect from rotenone toxicity and preliminary DMPK properties.,  19  (21): [PMID:19786349] [10.1016/j.bmcl.2009.09.021]

Source

Source(1):

• Scientific Literature