ID: ALA1823931

Max Phase: Preclinical

Molecular Formula: C16H27NO3S

Molecular Weight: 313.46

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCCCCCCC(=O)CC(=O)N[C@H]1CCSC1=O

Standard InChI:  InChI=1S/C16H27NO3S/c1-2-3-4-5-6-7-8-9-13(18)12-15(19)17-14-10-11-21-16(14)20/h14H,2-12H2,1H3,(H,17,19)/t14-/m0/s1

Standard InChI Key:  DTKPMZLHSRTKNJ-AWEZNQCLSA-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: 313.46

Molecular Weight (Monoisotopic): 313.1712

AlogP: 3.23

#Rotatable Bonds: 11

Polar Surface Area: 63.24

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.40

CX Basic pKa:

CX LogP: 3.60

CX LogD: 3.60

Aromatic Rings: 0

Heavy Atoms: 21

QED Weighted: 0.47

Np Likeness Score: 0.04

References

1. McInnis CE, Blackwell HE..  (2011)  Thiolactone modulators of quorum sensing revealed through library design and screening.,  19  (16): [PMID:21798746] [10.1016/j.bmc.2011.06.071]

2. Lowery CA, Salzameda NT, Sawada D, Kaufmann GF, Janda KD..  (2010)  Medicinal chemistry as a conduit for the modulation of quorum sensing.,  53  (21): [PMID:20669927] [10.1021/jm901742e]

3. Murray EJ, Crowley RC, Truman A, Clarke SR, Cottam JA, Jadhav GP, Steele VR, O'Shea P, Lindholm C, Cockayne A, Chhabra SR, Chan WC, Williams P..  (2014)  Targeting Staphylococcus aureus quorum sensing with nonpeptidic small molecule inhibitors.,  57  (6): [PMID:24592914] [10.1021/jm500215s]

4. Boursier ME, Manson DE, Combs JB, Blackwell HE..  (2018)  A comparative study of non-native N-acyl l-homoserine lactone analogs in two Pseudomonas aeruginosa quorum sensing receptors that share a common native ligand yet inversely regulate virulence.,  26  (19): [PMID:29793752] [10.1016/j.bmc.2018.05.018]

Source

Source(1):

• Scientific Literature