(2S)-2-{[(1S)-1-{4-Amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl}-2-hydroxyethyl]amino}-3-(methylsulfanyl)propan-1-ol

ID: ALA2070408

Chembl Id: CHEMBL2070408

PubChem CID: 24896977

Max Phase: Preclinical

Molecular Formula: C12H19N5O2S

Molecular Weight: 297.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSC[C@H](CO)N[C@H](CO)c1c[nH]c2c(N)ncnc12

Standard InChI:  InChI=1S/C12H19N5O2S/c1-20-5-7(3-18)17-9(4-19)8-2-14-11-10(8)15-6-16-12(11)13/h2,6-7,9,14,17-19H,3-5H2,1H3,(H2,13,15,16)/t7-,9+/m0/s1

Standard InChI Key:  SMXYMPDDSCXIHU-IONNQARKSA-N

Alternative Forms

1. Parent:

   

   ALA2070408

   (S)-2-((S)-1-(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)-2-hydroxyethylamino)-3-(methylthio)propan-1-ol

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: 297.38

Molecular Weight (Monoisotopic): 297.1259

AlogP: -0.11

#Rotatable Bonds: 7

Polar Surface Area: 120.08

Molecular Species: NEUTRAL

HBA: 7

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.41

CX Basic pKa: 8.09

CX LogP: -0.61

CX LogD: -1.38

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.48

Np Likeness Score: -0.34

References

1. Clinch K, Evans GB, Fröhlich RF, Gulab SA, Gutierrez JA, Mason JM, Schramm VL, Tyler PC, Woolhouse AD..  (2012)  Transition state analogue inhibitors of human methylthioadenosine phosphorylase and bacterial methylthioadenosine/S-adenosylhomocysteine nucleosidase incorporating acyclic ribooxacarbenium ion mimics.,  20  (17): [PMID:22854195] [10.1016/j.bmc.2012.07.006]

Source

Source(1):

• Scientific Literature