5,6-dihydro 2'-deoxythymidine 5'-phosphate

ID: ALA3228124

PubChem CID: 15276861

Max Phase: Preclinical

Molecular Formula: C10H17N2O8P

Molecular Weight: 324.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1CN([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)C(=O)NC1=O

Standard InChI:  InChI=1S/C10H17N2O8P/c1-5-3-12(10(15)11-9(5)14)8-2-6(13)7(20-8)4-19-21(16,17)18/h5-8,13H,2-4H2,1H3,(H,11,14,15)(H2,16,17,18)/t5?,6-,7+,8+/m0/s1

Standard InChI Key:  PGRQANKWVMVANW-UNYLCCJPSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   12.9298   -3.3681    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   12.1129   -3.3884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5389   -4.0857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2076   -6.2518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6849   -5.5997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5016   -5.5997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4436   -4.8212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7466   -4.8013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1079   -4.3359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6676   -4.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6475   -3.7589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5264   -4.5475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2370   -4.9462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9460   -4.5253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9323   -3.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2176   -3.3105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5167   -3.7296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6342   -3.2933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9095   -2.5511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8035   -3.3306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6595   -4.9237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  1  3  1  0
  5  6  1  0
  5  7  1  0
  6  8  1  0
  7  9  1  0
  8  9  1  0
  5  4  1  6
 10 11  1  0
  7 10  1  1
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 12  1  0
  8 12  1  1
 15 18  2  0
 11  1  1  0
  1 19  2  0
 17 20  2  0
 14 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3228124

   5,6-Dihydrothymidine 5'-monophosphate

Molecule Features

Natural Product: Yes

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: 324.23

Molecular Weight (Monoisotopic): 324.0723

AlogP: -1.24

#Rotatable Bonds: 4

Polar Surface Area: 145.63

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.23

CX Basic pKa: ┄

CX LogP: -1.45

CX LogD: -4.98

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.47

Np Likeness Score: 1.25

References

1. Park JS, Chang CT, Mertes MP..  (1979)  Enzyme affinity of the 5,6-dihydro derivatives of the substrate and product of thymidylate synthetase catalysis.,  22  (3): [PMID:106122] [10.1021/jm00189a021]

Source

Source(1):

• Scientific Literature