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

ID: ALA3278430

Chembl Id: CHEMBL3278430

PubChem CID: 90680269

Max Phase: Preclinical

Molecular Formula: C18H29IN6O11P2

Molecular Weight: 694.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CI)NCCCCCCNc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C18H29IN6O11P2/c19-7-12(26)20-5-3-1-2-4-6-21-16-13-17(23-9-22-16)25(10-24-13)18-15(28)14(27)11(35-18)8-34-38(32,33)36-37(29,30)31/h9-11,14-15,18,27-28H,1-8H2,(H,20,26)(H,32,33)(H,21,22,23)(H2,29,30,31)/t11-,14-,15-,18-/m1/s1

Standard InChI Key:  IDYUNDJQCMYWNH-XKLVTHTNSA-N

Alternative Forms

1. Parent:

   

   ALA3278430

   [(2R,3S,4R,5R)-3,4-dihydroxy-5-[6-[6-[(2-iodoacetyl)amino]hexylamino]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: 694.31

Molecular Weight (Monoisotopic): 694.0414

AlogP: 0.20

#Rotatable Bonds: 15

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: -3.00

CX LogD: -5.94

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.06

Np Likeness Score: 0.64

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