Phosphoric acid mono-{2-[(1R,3S)-3-(6-amino-purin-9-yl)-cyclopentyl]-ethyl} ester

ID: ALA432846

Chembl Id: CHEMBL432846

PubChem CID: 44283713

Max Phase: Preclinical

Molecular Formula: C12H18N5O4P

Molecular Weight: 327.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2[C@H]1CC[C@@H](CCOP(=O)(O)O)C1

Standard InChI:  InChI=1S/C12H18N5O4P/c13-11-10-12(15-6-14-11)17(7-16-10)9-2-1-8(5-9)3-4-21-22(18,19)20/h6-9H,1-5H2,(H2,13,14,15)(H2,18,19,20)/t8-,9-/m0/s1

Standard InChI Key:  MKLJSHVNVREZRX-IUCAKERBSA-N

Alternative Forms

1. Parent:

   

   ALA432846

   2-[(1R,3S)-3-(6-aminopurin-9-yl)cyclopentyl]ethyl dihydrogen 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: 327.28

Molecular Weight (Monoisotopic): 327.1096

AlogP: 1.25

#Rotatable Bonds: 5

Polar Surface Area: 136.38

Molecular Species: ACID

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.80

CX Basic pKa: 3.77

CX LogP: -1.77

CX LogD: -2.83

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.70

Np Likeness Score: 0.57

References

1. Nave J, Wolff-Kugel D, Halazy S.  (1992)  Carbocyclic phosphonate analogs of 2,3-dideoxyadenosine-5-monophosphate as substrates of 5-phosphoribosyl-1-pyrophosphate (PRPP) synthetate,  2  (12): [10.1016/S0960-894X(00)80413-8]

Source

Source(1):

• Scientific Literature