Adenine nucleotide analogue

ID: ALA3251366

Chembl Id: CHEMBL3251366

PubChem CID: 90674931

Max Phase: Preclinical

Molecular Formula: C16H26IN6O14P3

Molecular Weight: 746.24

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H26IN6O14P3/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(35-16)6-34-39(30,31)37-40(32,33)36-38(27,28)29/h7-9,12-13,16,25-26H,1-6H2,(H,18,24)(H,30,31)(H,32,33)(H,19,20,21)(H2,27,28,29)/t9-,12-,13-,16-/m1/s1

Standard InChI Key:  ZBEMVXDNDFQDGC-RVXWVPLUSA-N

Alternative Forms

1. Parent:

   

   ALA3251366

   [[(2R,3S,4R,5R)-3,4-dihydroxy-5-[6-[4-[(2-iodoacetyl)amino]butylamino]purin-9-yl]oxolan-2-yl]methoxy-hydroxyphosphoryl] 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: 746.24

Molecular Weight (Monoisotopic): 745.9765

AlogP: -0.47

#Rotatable Bonds: 15

Polar Surface Area: 294.24

Molecular Species: ACID

HBA: 15

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.90

CX Basic pKa: 4.74

CX LogP: -4.49

CX LogD: -9.62

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.05

Np Likeness Score: 0.69

References

1. Hampton A, Picker D, Nealy KA, Maeda M..  (1982)  Use of adenine nucleotide derivatives to assess the potential of exo-active-site-directed reagents as species- or isozyme-specific enzyme inactivators. 4. Interactions of adenosine 5'-triphosphate derivatives with adenylate kinases from Escherichia coli and rat tissues.,  25  (4): [PMID:6279845] [10.1021/jm00346a010]

2. Hampton A, Patel AD, Chawla RR, Kappler F, Hai TT..  (1982)  Use of adenine nucleotide derivatives to assess the potential of exo-active-site-directed reagents as species- or isozyme-specific enzyme inactivators. 5. Interactions of adenosine 5'-triphosphate derivatives with rat pyruvate kinases, Escherichia coli thymidine kinase, and yeast and rat hexokinases.,  25  (4): [PMID:7040662] [10.1021/jm00346a011]

3. Hampton A, Picker D..  (1979)  Design of species- or isozyme-specific enzyme inhibitors. 3. Species and isozymic differences between mammalian and bacterial adenylate kinases in substituent tolerance in an enzyme-substrate complex.,  22  (12): [PMID:231655] [10.1021/jm00198a018]

Source

Source(1):

• Scientific Literature