5-(6-Amino-purin-9-yl)-3-methyl-cyclopent-3-ene-1,2-diol

ID: ALA299135

Chembl Id: CHEMBL299135

PubChem CID: 512656

Max Phase: Preclinical

Molecular Formula: C11H13N5O2

Molecular Weight: 247.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C11H13N5O2/c1-5-2-6(9(18)8(5)17)16-4-15-7-10(12)13-3-14-11(7)16/h2-4,6,8-9,17-18H,1H3,(H2,12,13,14)/t6-,8-,9+/m1/s1

Standard InChI Key:  PHUOJWOHGMYMJL-VDAHYXPESA-N

Alternative Forms

1. Parent:

   

   ALA299135

   5-(6-Amino-purin-9-yl)-3-methyl-cyclopent-3-ene-1,2-diol

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: 247.26

Molecular Weight (Monoisotopic): 247.1069

AlogP: -0.37

#Rotatable Bonds: 1

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: 13.12

CX Basic pKa: 4.10

CX LogP: -0.91

CX LogD: -0.91

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.59

Np Likeness Score: 0.91

References

1. Wolfe MS, Lee Y, Bartlett WJ, Borcherding DR, Borchardt RT..  (1992)  4'-modified analogues of aristeromycin and neplanocin A: synthesis and inhibitory activity toward S-adenosyl-L-homocysteine hydrolase.,  35  (10): [PMID:1588558] [10.1021/jm00088a013]

2. Shuto S, Obara T, Toriya M, Hosoya M, Snoeck R, Andrei G, Balzarini J, De Clercq E..  (1992)  New neplanocin analogues. 1. Synthesis of 6'-modified neplanocin A derivatives as broad-spectrum antiviral agents.,  35  (2): [PMID:1732550] [10.1021/jm00080a018]

Source

Source(1):

• Scientific Literature