Phosphoric acid mono-[5-(4-amino-5-methyl-2-oxo-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl] ester

ID: ALA235506

Chembl Id: CHEMBL235506

PubChem CID: 44435867

Max Phase: Preclinical

Molecular Formula: C8H13N5OS2

Molecular Weight: 259.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C/C=N/NC(=O)Nc1n[nH]c(=S)s1

Standard InChI:  InChI=1S/C8H13N5OS2/c1-5(2)3-4-9-11-6(14)10-7-12-13-8(15)16-7/h4-5H,3H2,1-2H3,(H,13,15)(H2,10,11,12,14)/b9-4+

Standard InChI Key:  PINOROQDJJEYIM-RUDMXATFSA-N

Alternative Forms

1. Parent:

   

   ALA235506

   4-(4,5-Dihydro-5-thioxo-1,3,4-thiadiazol-2-yl)-1-(4-methylpentan-2-ylidene)semicarbazide

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: 259.36

Molecular Weight (Monoisotopic): 259.0562

AlogP: 2.35

#Rotatable Bonds: 4

Polar Surface Area: 82.17

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.23

CX Basic pKa: 2.01

CX LogP: 1.97

CX LogD: 1.64

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.44

Np Likeness Score: -1.62

References

1. Nakayama C, Wataya Y, Santi DV, Saneyoshi M, Ueda T..  (1981)  Interaction of 1-(5-phospho-beta-D-arabinofuranosyl)-5-substituted-uracils with thymidylate synthetase: mechanism-based inhibition by 1-(5-phospho-beta-D-arabinosyl)-5-fluorouracil.,  24  (10): [PMID:7328576] [10.1021/jm00142a008]

2. Felczak K, Miazga A, Poznański J, Bretner M, Kulikowski T, Dzik JM, Gołos B, Zieliński Z, Cieśla J, Rode W..  (2000)  5-Substituted N(4)-hydroxy-2'-deoxycytidines and their 5'-monophosphates: synthesis, conformation, interaction with tumor thymidylate synthase, and in vitro antitumor activity.,  43  (24): [PMID:11101356] [10.1021/jm000975u]

3. Abdel-Hamid MK, Abdel-Hafez AA, El-Koussi NA, Mahfouz NM, Innocenti A, Supuran CT..  (2007)  Design, synthesis, and docking studies of new 1,3,4-thiadiazole-2-thione derivatives with carbonic anhydrase inhibitory activity.,  15  (22): [PMID:17822907] [10.1016/j.bmc.2007.07.044]

Source

Source(1):

• Scientific Literature