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

ID: ALA4587603

PubChem CID: 155566594

Max Phase: Preclinical

Molecular Formula: C20H26N3O4PS

Molecular Weight: 435.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOP(=O)(OCC)C(Nn1c(C)nc2sc(CC)cc2c1=O)c1ccccc1

Standard InChI:  InChI=1S/C20H26N3O4PS/c1-5-16-13-17-19(29-16)21-14(4)23(20(17)24)22-18(15-11-9-8-10-12-15)28(25,26-6-2)27-7-3/h8-13,18,22H,5-7H2,1-4H3

Standard InChI Key:  CJHKRLOFECNHLP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   19.8891   -5.5841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0719   -5.5841    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.4805   -6.2918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9420   -6.0160    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6558   -5.6025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6530   -4.7757    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9402   -4.3704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2298   -5.6030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2265   -4.7823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4502   -5.8625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.9675   -5.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4431   -4.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9376   -3.5532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3586   -4.3636    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0684   -4.7686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7740   -4.3565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4811   -4.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1863   -4.3523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1827   -3.5342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4679   -3.1294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7657   -3.5431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3668   -5.9979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6480   -6.4178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1503   -5.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7382   -4.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0719   -6.9996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2977   -6.2918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1149   -6.2918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4805   -7.7073    0.0000 C   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
  9 12  1  0
 11 10  1  0
 10  8  1  0
 11 12  2  0
  7 13  2  0
  6 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 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
M  END

Alternative Forms

1. Parent:

   

   ALA4587603

   ---

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: 435.49

Molecular Weight (Monoisotopic): 435.1382

AlogP: 4.84

#Rotatable Bonds: 9

Polar Surface Area: 82.45

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.27

CX LogP: 4.01

CX LogD: 4.01

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.48

Np Likeness Score: -1.26

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