ID: ALA1231347

Max Phase: Preclinical

Molecular Formula: C16H25N5OS

Molecular Weight: 335.48

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C16H25N5OS/c1-2-3-4-23-9-12-7-21(8-13(12)22)6-11-5-18-15-14(11)19-10-20-16(15)17/h5,10,12-13,18,22H,2-4,6-9H2,1H3,(H2,17,19,20)/t12-,13+/m1/s1

Standard InChI Key:  LTSUEVPGSXUJHT-OLZOCXBDSA-N

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

Properties

Molecular Weight: 335.48

Molecular Weight (Monoisotopic): 335.1780

AlogP: 1.87

#Rotatable Bonds: 7

Polar Surface Area: 91.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.47

CX Basic pKa: 8.37

CX LogP: 1.66

CX LogD: 0.65

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.67

Np Likeness Score: -0.49

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]

2. Joshi S, Fedoseyenko D, Mahanta N, Ducati RG, Feng M, Schramm VL, Begley TP..  (2019)  Antibacterial Strategy against H. pylori: Inhibition of the Radical SAM Enzyme MqnE in Menaquinone Biosynthesis.,  10  (3): [PMID:30891141] [10.1021/acsmedchemlett.8b00649]

3. Ghobadi E, Ghanbarimasir Z, Emami S..  (2021)  A review on the structures and biological activities of anti-Helicobacter pylori agents.,  223  [PMID:34218084] [10.1016/j.ejmech.2021.113669]

Source

Source(1):

• Scientific Literature