SID493594

ID: ALA11390

Chembl Id: CHEMBL11390

Cas Number: 55904-02-4

PubChem CID: 114769

Max Phase: Preclinical

Molecular Formula: C8H11N5O2

Molecular Weight: 209.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2CC(O)CO

Standard InChI:  InChI=1S/C8H11N5O2/c9-7-6-8(11-3-10-7)13(4-12-6)1-5(15)2-14/h3-5,14-15H,1-2H2,(H2,9,10,11)

Standard InChI Key:  GSLQFBVNOFBPRJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA11390

   9-(2,3-Dihydroxypropyl)adenine

Molecule Features

Natural Product: Yes

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: 209.21

Molecular Weight (Monoisotopic): 209.0913

AlogP: -1.24

#Rotatable Bonds: 3

Polar Surface Area: 110.08

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.90

CX Basic pKa: 3.74

CX LogP: -1.63

CX LogD: -1.63

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.58

Np Likeness Score: -0.35

References

1. PubChem BioAssay data set, 

2. De Clercq E, Holy A..  (1979)  Antiviral activity of aliphatic nucleoside analogues: structure-function relationship.,  22  (5): [PMID:222906] [10.1021/jm00191a010]

3. Nakao A, Suzuki H, Ueno H, Iwasaki H, Setsuta T, Kashima A, Sunada S..  (2015)  Discovery and structural analyses of S-adenosyl-L-homocysteine hydrolase inhibitors based on non-adenosine analogs.,  23  (15): [PMID:26037610] [10.1016/j.bmc.2015.05.018]

4. Goswami M, Wilke KE, Carlson EE..  (2017)  Rational Design of Selective Adenine-Based Scaffolds for Inactivation of Bacterial Histidine Kinases.,  60  (19): [PMID:28933546] [10.1021/acs.jmedchem.7b01066]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays