ID: ALA2146997

Max Phase: Preclinical

Molecular Formula: C20H17NO3S

Molecular Weight: 351.43

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1c(O)c(=S)ccn1Cc1ccc(-c2ccc3c(c2)OCO3)cc1

Standard InChI:  InChI=1S/C20H17NO3S/c1-13-20(22)19(25)8-9-21(13)11-14-2-4-15(5-3-14)16-6-7-17-18(10-16)24-12-23-17/h2-10,22H,11-12H2,1H3

Standard InChI Key:  ADMYHGDTTYDOIN-UHFFFAOYSA-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: 351.43

Molecular Weight (Monoisotopic): 351.0929

AlogP: 4.68

#Rotatable Bonds: 3

Polar Surface Area: 43.62

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.19

CX Basic pKa:

CX LogP: 4.50

CX LogD: 4.50

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.70

Np Likeness Score: -0.49

References

1. Garner AL, Struss AK, Fullagar JL, Agrawal A, Moreno AY, Cohen SM, Janda KD..  (2012)  3-Hydroxy-1-alkyl-2-methylpyridine-4(1H)-thiones: Inhibition of the Pseudomonas aeruginosa Virulence Factor LasB.,  3  (8): [PMID:23181168] [10.1021/ml300128f]

2. Lin, Lucy, Turner, Lewis D., silhar, Peter, Pellett, Sabine, Johnson, Eric A., Janda, Kim D..  (2021)  Identification of 3-hydroxy-1,2-dimethylpyridine-4(1H)-thione as a metal-binding motif for the inhibition of botulinum neurotoxin A,  12  (1): [PMID:34046606] [10.1039/d0md00320d]

Source

Source(1):

• Scientific Literature