((2R,3S,4R,5R)-3,4-dihydroxy-5-(6-(3-(2-iodoacetamido)propylamino)-9H-purin-9-yl)tetrahydrofuran-2-yl)methyldiphosphoric acid

ID: ALA3278427

Chembl Id: CHEMBL3278427

PubChem CID: 90680266

Max Phase: Preclinical

Molecular Formula: C15H23IN6O11P2

Molecular Weight: 652.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CI)NCCCNc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C15H23IN6O11P2/c16-4-9(23)17-2-1-3-18-13-10-14(20-6-19-13)22(7-21-10)15-12(25)11(24)8(32-15)5-31-35(29,30)33-34(26,27)28/h6-8,11-12,15,24-25H,1-5H2,(H,17,23)(H,29,30)(H,18,19,20)(H2,26,27,28)/t8-,11-,12-,15-/m1/s1

Standard InChI Key:  YTDREYHWCJEHPY-PMXXHBEXSA-N

Alternative Forms

1. Parent:

   

   ALA3278427

   [(2R,3S,4R,5R)-3,4-dihydroxy-5-[6-[3-[(2-iodoacetyl)amino]propylamino]purin-9-yl]oxolan-2-yl]methyl phosphono hydrogen phosphate

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: 652.23

Molecular Weight (Monoisotopic): 651.9945

AlogP: -0.97

#Rotatable Bonds: 12

Polar Surface Area: 247.71

Molecular Species: ACID

HBA: 13

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.77

CX Basic pKa: 4.74

CX LogP: -4.40

CX LogD: -7.34

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.06

Np Likeness Score: 0.66

References

1. Hampton A, Kappler F, Maeda M, Patel AD..  (1978)  Use of adenine nucleotide derivatives to assess the potential of exo-active-site-directed reagents as species- or isozyme-specific enzyme inactivators. 2. Isozyme-specific inactivation of a mammalian enzyme and its significance in the possible design of fetal isozyme targeted antineoplastic agents.,  21  (11): [PMID:722719] [10.1021/jm00209a009]

Source

Source(1):

• Scientific Literature