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

ID: ALA3229675

Chembl Id: CHEMBL3229675

PubChem CID: 90669129

Max Phase: Preclinical

Molecular Formula: C14H19IN4O7

Molecular Weight: 482.23

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H19IN4O7/c15-4-11(23)16-2-1-10(22)17-7-5-19(14(25)18-13(7)24)12-3-8(21)9(6-20)26-12/h5,8-9,12,20-21H,1-4,6H2,(H,16,23)(H,17,22)(H,18,24,25)/t8-,9+,12+/m0/s1

Standard InChI Key:  SUDHFKNKLMQTGN-YGOYTEALSA-N

Alternative Forms

1. Parent:

   

   ALA3229675

   N-[1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,4-dioxopyrimidin-5-yl]-3-[(2-iodoacetyl)amino]propanamide

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: 482.23

Molecular Weight (Monoisotopic): 482.0298

AlogP: -1.94

#Rotatable Bonds: 7

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: 9.10

CX Basic pKa: ┄

CX LogP: -2.50

CX LogD: -2.51

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.22

Np Likeness Score: -0.01

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