diisopropyl (6-ethyl-2-methyl-4-oxothieno[2,3-d]pyrimidin-3(4H)-ylamino)(3-nitrophenyl)methylphosphonate

ID: ALA4520243

PubChem CID: 155542110

Max Phase: Preclinical

Molecular Formula: C22H29N4O6PS

Molecular Weight: 508.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1cc2c(=O)n(NC(c3cccc([N+](=O)[O-])c3)P(=O)(OC(C)C)OC(C)C)c(C)nc2s1

Standard InChI:  InChI=1S/C22H29N4O6PS/c1-7-18-12-19-21(34-18)23-15(6)25(22(19)27)24-20(16-9-8-10-17(11-16)26(28)29)33(30,31-13(2)3)32-14(4)5/h8-14,20,24H,7H2,1-6H3

Standard InChI Key:  IFZNESASZGYOFI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   29.6872   -6.0670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8700   -6.0670    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   29.2786   -6.7747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7400   -6.4989    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.4538   -6.0854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.0279   -6.0858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0246   -5.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2482   -6.3454    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.7655   -5.6827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2411   -5.0158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7356   -4.0361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   28.1648   -6.4808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4461   -6.9007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9484   -5.6868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5362   -4.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8700   -7.4824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0958   -6.7747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9129   -6.7747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2786   -8.1902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6872   -7.4824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0528   -7.4824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2573   -2.7929    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.5461   -2.3904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9615   -2.3783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  8  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  9  1  0
  8  9  2  0
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 18 19  2  0
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 15  2  1  0
  2 22  2  0
  5 23  1  0
 11 24  1  0
 24 25  1  0
  3 26  1  0
  1 27  1  0
 27 28  1  0
 26 29  1  0
 27 30  1  0
 26 31  1  0
 32 33  2  0
 32 34  1  0
 20 32  1  0
M  CHG  2  32   1  34  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4520243

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 508.54

Molecular Weight (Monoisotopic): 508.1545

AlogP: 5.52

#Rotatable Bonds: 10

Polar Surface Area: 125.59

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 3.06

CX LogP: 4.79

CX LogD: 4.79

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.22

Np Likeness Score: -1.49

References

1. Ali EMH, Abdel-Maksoud MS, Oh CH..  (2019)  Thieno[2,3-d]pyrimidine as a promising scaffold in medicinal chemistry: Recent advances.,  27  (7): [PMID:30826188] [10.1016/j.bmc.2019.02.044]

Source

Source(1):

• Scientific Literature