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

ID: ALA1241493

Chembl Id: CHEMBL1241493

PubChem CID: 11749053

Max Phase: Preclinical

Molecular Formula: C18H21N5O2S

Molecular Weight: 371.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c([C@@H]3N[C@H](CSCc4ccccc4)[C@@H](O)[C@H]3O)c[nH]c12

Standard InChI:  InChI=1S/C18H21N5O2S/c19-18-15-13(21-9-22-18)11(6-20-15)14-17(25)16(24)12(23-14)8-26-7-10-4-2-1-3-5-10/h1-6,9,12,14,16-17,20,23-25H,7-8H2,(H2,19,21,22)/t12-,14+,16-,17+/m1/s1

Standard InChI Key:  FMPORPLMRXTYNC-UOJCXKCYSA-N

Alternative Forms

1. Parent:

   

   ALA1241493

   (1S)-1-(9-Deazaadenin-9-yl)-5-benzylthio-1,4-dideoxy-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: 371.47

Molecular Weight (Monoisotopic): 371.1416

AlogP: 1.21

#Rotatable Bonds: 5

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: 8.69

CX LogP: 0.96

CX LogD: -0.35

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.46

Np Likeness Score: 0.06

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