(3R,4S)-1-((4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl)-4-(ethylthiomethyl)pyrrolidin-3-ol

ID: ALA1242854

Chembl Id: CHEMBL1242854

PubChem CID: 11404039

Max Phase: Preclinical

Molecular Formula: C14H21N5OS

Molecular Weight: 307.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCSC[C@H]1CN(Cc2c[nH]c3c(N)ncnc23)C[C@@H]1O

Standard InChI:  InChI=1S/C14H21N5OS/c1-2-21-7-10-5-19(6-11(10)20)4-9-3-16-13-12(9)17-8-18-14(13)15/h3,8,10-11,16,20H,2,4-7H2,1H3,(H2,15,17,18)/t10-,11+/m1/s1

Standard InChI Key:  OVKULNJFRTYROJ-MNOVXSKESA-N

Alternative Forms

1. Parent:

   

   ALA1242854

   (3R,4S)-1-[(9-Deaza-adenin-9-yl)methyl]-4-ethylthio-methyl-3-hydroxypyrrolidine

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: 307.42

Molecular Weight (Monoisotopic): 307.1467

AlogP: 1.09

#Rotatable Bonds: 5

Polar Surface Area: 91.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.47

CX Basic pKa: 8.37

CX LogP: 0.69

CX LogD: -0.32

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.77

Np Likeness Score: -0.59

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