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

ID: ALA3278426

Chembl Id: CHEMBL3278426

PubChem CID: 90680265

Max Phase: Preclinical

Molecular Formula: C14H21IN6O11P2

Molecular Weight: 638.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CI)NCCNc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C14H21IN6O11P2/c15-3-8(22)16-1-2-17-12-9-13(19-5-18-12)21(6-20-9)14-11(24)10(23)7(31-14)4-30-34(28,29)32-33(25,26)27/h5-7,10-11,14,23-24H,1-4H2,(H,16,22)(H,28,29)(H,17,18,19)(H2,25,26,27)/t7-,10-,11-,14-/m1/s1

Standard InChI Key:  UEAAVSQDIZPFRE-FRJWGUMJSA-N

Alternative Forms

1. Parent:

   

   ALA3278426

   [(2R,3S,4R,5R)-3,4-dihydroxy-5-[6-[2-[(2-iodoacetyl)amino]ethylamino]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: 638.21

Molecular Weight (Monoisotopic): 637.9788

AlogP: -1.37

#Rotatable Bonds: 11

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: 4.72

CX LogP: -4.46

CX LogD: -7.40

Aromatic Rings: 2

Heavy Atoms: 34

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