(2S,3S,4R,5S)-2-(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)-5-(ethylthiomethyl)pyrrolidine-3,4-diol

ID: ALA1242855

Chembl Id: CHEMBL1242855

PubChem CID: 11392719

Max Phase: Preclinical

Molecular Formula: C13H19N5O2S

Molecular Weight: 309.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCSC[C@H]1N[C@@H](c2c[nH]c3c(N)ncnc23)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C13H19N5O2S/c1-2-21-4-7-11(19)12(20)9(18-7)6-3-15-10-8(6)16-5-17-13(10)14/h3,5,7,9,11-12,15,18-20H,2,4H2,1H3,(H2,14,16,17)/t7-,9+,11-,12+/m1/s1

Standard InChI Key:  VWBWUCDQZUSUQC-KOMHVXODSA-N

Alternative Forms

1. Parent:

   

   ALA1242855

   (1S)-1-(9-Deazaadenin-9-yl)-1,4-dideoxy-5-ethylthio-1,4-imino-D-ribitol

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: 309.40

Molecular Weight (Monoisotopic): 309.1259

AlogP: 0.03

#Rotatable Bonds: 4

Polar Surface Area: 120.08

Molecular Species: BASE

HBA: 7

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.97

CX Basic pKa: 8.70

CX LogP: -0.41

CX LogD: -1.72

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.54

Np Likeness Score: 0.25

References

1. Gutierrez JA, Crowder T, Rinaldo-Matthis A, Ho MC, Almo SC, Schramm VL..  (2009)  Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.,  5  (4): [PMID:19270684] [10.1038/nchembio.153]

Source

Source(1):

• Scientific Literature