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

ID: ALA3278428

Chembl Id: CHEMBL3278428

PubChem CID: 90680267

Max Phase: Preclinical

Molecular Formula: C16H25IN6O11P2

Molecular Weight: 666.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CI)NCCCCNc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C16H25IN6O11P2/c17-5-10(24)18-3-1-2-4-19-14-11-15(21-7-20-14)23(8-22-11)16-13(26)12(25)9(33-16)6-32-36(30,31)34-35(27,28)29/h7-9,12-13,16,25-26H,1-6H2,(H,18,24)(H,30,31)(H,19,20,21)(H2,27,28,29)/t9-,12-,13-,16-/m1/s1

Standard InChI Key:  CINJMSRZFOOFQH-RVXWVPLUSA-N

Alternative Forms

1. Parent:

   

   ALA3278428

   [(2R,3S,4R,5R)-3,4-dihydroxy-5-[6-[4-[(2-iodoacetyl)amino]butylamino]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: 666.26

Molecular Weight (Monoisotopic): 666.0101

AlogP: -0.58

#Rotatable Bonds: 13

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: -3.88

CX LogD: -6.82

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.06

Np Likeness Score: 0.65

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