N-(1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-4-(2-iodoacetamido)butanamide

ID: ALA3229676

Chembl Id: CHEMBL3229676

PubChem CID: 90669130

Max Phase: Preclinical

Molecular Formula: C15H21IN4O7

Molecular Weight: 496.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CI)NCCCC(=O)Nc1cn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C15H21IN4O7/c16-5-12(24)17-3-1-2-11(23)18-8-6-20(15(26)19-14(8)25)13-4-9(22)10(7-21)27-13/h6,9-10,13,21-22H,1-5,7H2,(H,17,24)(H,18,23)(H,19,25,26)/t9-,10+,13+/m0/s1

Standard InChI Key:  FRXYEXJXRSVMHD-OPQQBVKSSA-N

Alternative Forms

1. Parent:

   

   ALA3229676

   N-[1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,4-dioxopyrimidin-5-yl]-4-[(2-iodoacetyl)amino]butanamide

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: 496.26

Molecular Weight (Monoisotopic): 496.0455

AlogP: -1.55

#Rotatable Bonds: 8

Polar Surface Area: 162.75

Molecular Species: NEUTRAL

HBA: 8

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.95

CX Basic pKa: ┄

CX LogP: -2.21

CX LogD: -2.23

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.17

Np Likeness Score: 0.07

References

1. Hampton A, Kappler F, Chawla RR..  (1979)  Design of species- or isozyme-specific enzyme inhibitors. 1. Effect of thymidine substituents on affinity for the thymidine site of hamster cytoplasmic thymidine kinase.,  22  (6): [PMID:458818] [10.1021/jm00192a005]

Source

Source(1):

• Scientific Literature