2-Amino-4-benzyloxy-6-[N-(4,4'-diaminobenzophenone)]-5-nitropyrimidine

ID: ALA1683171

PubChem CID: 53326716

Max Phase: Preclinical

Molecular Formula: C24H20N6O4

Molecular Weight: 456.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ccc(C(=O)c2ccc(Nc3nc(N)nc(OCc4ccccc4)c3[N+](=O)[O-])cc2)cc1

Standard InChI:  InChI=1S/C24H20N6O4/c25-18-10-6-16(7-11-18)21(31)17-8-12-19(13-9-17)27-22-20(30(32)33)23(29-24(26)28-22)34-14-15-4-2-1-3-5-15/h1-13H,14,25H2,(H3,26,27,28,29)

Standard InChI Key:  VCIOVTDRZWSVLH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    9.5266  -21.0898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2414  -21.5027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9578  -21.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9550  -20.2588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2396  -19.8497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8118  -21.5018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   11.6700  -19.8423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6669  -19.0173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3861  -20.2521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2371  -19.0247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.3938  -25.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3913  -26.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1061  -26.4448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8204  -26.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8153  -25.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0999  -24.7943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5366  -26.4396    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6630  -17.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6609  -16.5507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9446  -16.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2291  -16.5586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2347  -17.3815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9648  -25.2138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 16 17  1  0
 17 18  2  0
  4  5  1  0
 18 19  1  0
  2  3  1  0
 19 20  2  0
 20 15  1  0
  9 10  2  0
 18 21  1  0
  9 11  1  0
 21 22  1  0
  5  9  1  0
 22 23  2  0
  5  6  2  0
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  6 12  1  0
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  6  1  1  0
 25 26  1  0
 12 13  1  0
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 27 22  1  0
  1  2  2  0
 25 28  1  0
 13 14  1  0
 14 29  2  0
  2  7  1  0
 29 30  1  0
  8 15  1  0
 30 31  2  0
  3  4  2  0
 31 32  1  0
 15 16  2  0
 32 33  2  0
 33 14  1  0
  4  8  1  0
 21 34  2  0
M  CHG  2   9   1  11  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1683171

   2-Amino-4-benzyloxy-6-[N-(4,4''-diaminobenzophenone)]-5-nitropyrimidine

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: 456.46

Molecular Weight (Monoisotopic): 456.1546

AlogP: 4.10

#Rotatable Bonds: 8

Polar Surface Area: 159.29

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.96

CX Basic pKa: 3.96

CX LogP: 5.97

CX LogD: 5.97

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.15

Np Likeness Score: -0.92

References

1. Lopez S, Margison GP, McElhinney RS, Cordeiro A, McMurry TB, Rozas I..  (2011)  Towards more specific O6-methylguanine-DNA methyltransferase (MGMT) inactivators.,  19  (5): [PMID:21320783] [10.1016/j.bmc.2011.01.038]

Source

Source(1):

• Scientific Literature