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

ID: ALA3278429

Chembl Id: CHEMBL3278429

PubChem CID: 90680268

Max Phase: Preclinical

Molecular Formula: C17H27IN6O11P2

Molecular Weight: 680.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CI)NCCCCCNc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C17H27IN6O11P2/c18-6-11(25)19-4-2-1-3-5-20-15-12-16(22-8-21-15)24(9-23-12)17-14(27)13(26)10(34-17)7-33-37(31,32)35-36(28,29)30/h8-10,13-14,17,26-27H,1-7H2,(H,19,25)(H,31,32)(H,20,21,22)(H2,28,29,30)/t10-,13-,14-,17-/m1/s1

Standard InChI Key:  RAKIBYJSBZDXTQ-IWCJZZDYSA-N

Alternative Forms

1. Parent:

   

   ALA3278429

   [(2R,3S,4R,5R)-3,4-dihydroxy-5-[6-[5-[(2-iodoacetyl)amino]pentylamino]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: 680.29

Molecular Weight (Monoisotopic): 680.0258

AlogP: -0.19

#Rotatable Bonds: 14

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: -3.44

CX LogD: -6.38

Aromatic Rings: 2

Heavy Atoms: 37

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