4-(6-Amino-purin-9-yl)-but-2-en-1-ol

ID: ALA45537

Chembl Id: CHEMBL45537

Cas Number: 114978-80-2

PubChem CID: 6450949

Max Phase: Preclinical

Molecular Formula: C9H11N5O

Molecular Weight: 205.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2C/C=C\CO

Standard InChI:  InChI=1S/C9H11N5O/c10-8-7-9(12-5-11-8)14(6-13-7)3-1-2-4-15/h1-2,5-6,15H,3-4H2,(H2,10,11,12)/b2-1-

Standard InChI Key:  DYLIWHYUXAJDOJ-UPHRSURJSA-N

Alternative Forms

1. Parent:

   

   ALA45537

   HOCH2CH=HC-CH2-adenine

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: 205.22

Molecular Weight (Monoisotopic): 205.0964

AlogP: -0.04

#Rotatable Bonds: 3

Polar Surface Area: 89.85

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.14

CX LogP: -0.47

CX LogD: -0.47

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.69

Np Likeness Score: 0.11

References

1. Borcherding DR, Narayanan S, Hasobe M, McKee JG, Keller BT, Borchardt RT..  (1988)  Potential inhibitors of S-adenosylmethionine-dependent methyltransferases. 11. Molecular dissections of neplanocin A as potential inhibitors of S-adenosylhomocysteine hydrolase.,  31  (9): [PMID:3411600] [10.1021/jm00117a011]

2. Ashton WT, Meurer LC, Cantone CL, Field AK, Hannah J, Karkas JD, Liou R, Patel GF, Perry HC, Wagner AF..  (1988)  Synthesis and antiherpetic activity of (+/-)-9-[[(Z)-2-(hydroxymethyl)cyclopropyl]methyl]guanine and related compounds.,  31  (12): [PMID:2848125] [10.1021/jm00120a010]

3. Shirokova EA, Tarussova NB, Shipitsin AV, Semizarov DG, Krayevsky AA..  (1994)  Novel acyclic nucleotides and nucleoside 5'-triphosphates imitating 2',3'-dideoxy-2',3'-didehydronucleotides: synthesis and biological properties.,  37  (22): [PMID:7525958] [10.1021/jm00048a010]

4. Phadtare S, Kessel D, Corbett TH, Renis HE, Court BA, Zimlicka J..  (1991)  Unsaturated and carbocyclic nucleoside analogues: synthesis, antitumor, and antiviral activity.,  34  (1): [PMID:1992143] [10.1021/jm00105a064]

Source

Source(1):

• Scientific Literature