((2R,3S,4R,5R)-3,4-dihydroxy-5-(6-(8-(2-iodoacetamido)octylamino)-9H-purin-9-yl)tetrahydrofuran-2-yl)methyldiphosphoric acid

ID: ALA3278432

Chembl Id: CHEMBL3278432

PubChem CID: 90643773

Max Phase: Preclinical

Molecular Formula: C20H33IN6O11P2

Molecular Weight: 722.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CI)NCCCCCCCCNc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C20H33IN6O11P2/c21-9-14(28)22-7-5-3-1-2-4-6-8-23-18-15-19(25-11-24-18)27(12-26-15)20-17(30)16(29)13(37-20)10-36-40(34,35)38-39(31,32)33/h11-13,16-17,20,29-30H,1-10H2,(H,22,28)(H,34,35)(H,23,24,25)(H2,31,32,33)/t13-,16-,17-,20-/m1/s1

Standard InChI Key:  ZCNCYKVWMJRGCU-AEVYOOLXSA-N

Alternative Forms

1. Parent:

   

   ALA3278432

   [(2R,3S,4R,5R)-3,4-dihydroxy-5-[6-[8-[(2-iodoacetyl)amino]octylamino]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: 722.37

Molecular Weight (Monoisotopic): 722.0727

AlogP: 0.98

#Rotatable Bonds: 17

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: -2.11

CX LogD: -5.05

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.05

Np Likeness Score: 0.61

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