((2R,3S,4R,5R)-3,4-dihydroxy-5-(6-(7-(2-iodoacetamido)heptylamino)-9H-purin-9-yl)tetrahydrofuran-2-yl)methyldiphosphoric acid

ID: ALA3278431

Chembl Id: CHEMBL3278431

PubChem CID: 90680270

Max Phase: Preclinical

Molecular Formula: C19H31IN6O11P2

Molecular Weight: 708.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CI)NCCCCCCCNc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C19H31IN6O11P2/c20-8-13(27)21-6-4-2-1-3-5-7-22-17-14-18(24-10-23-17)26(11-25-14)19-16(29)15(28)12(36-19)9-35-39(33,34)37-38(30,31)32/h10-12,15-16,19,28-29H,1-9H2,(H,21,27)(H,33,34)(H,22,23,24)(H2,30,31,32)/t12-,15-,16-,19-/m1/s1

Standard InChI Key:  KWDHMJFKLDUTAA-BGIGGGFGSA-N

Alternative Forms

1. Parent:

   

   ALA3278431

   [(2R,3S,4R,5R)-3,4-dihydroxy-5-[6-[7-[(2-iodoacetyl)amino]heptylamino]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: 708.34

Molecular Weight (Monoisotopic): 708.0571

AlogP: 0.59

#Rotatable Bonds: 16

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: -2.55

CX LogD: -5.49

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.05

Np Likeness Score: 0.63

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