ID: ALA3818012

Max Phase: Preclinical

Molecular Formula: C24H18N4O3S

Molecular Weight: 442.50

Molecule Type: Small molecule

Representations

Canonical SMILES:  CS(=O)(=O)Nc1cccc(-n2c(/C=C/c3ccc(C#N)cc3)nc3ccccc3c2=O)c1

Standard InChI:  InChI=1S/C24H18N4O3S/c1-32(30,31)27-19-5-4-6-20(15-19)28-23(14-13-17-9-11-18(16-25)12-10-17)26-22-8-3-2-7-21(22)24(28)29/h2-15,27H,1H3/b14-13+

Standard InChI Key:  OJXPVVMEZOBFSG-BUHFOSPRSA-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: 442.50

Molecular Weight (Monoisotopic): 442.1100

AlogP: 3.80

#Rotatable Bonds: 5

Polar Surface Area: 104.85

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.37

CX Basic pKa: 0.77

CX LogP: 3.24

CX LogD: 3.24

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.51

Np Likeness Score: -1.57

References

1. Bouley R, Ding D, Peng Z, Bastian M, Lastochkin E, Song W, Suckow MA, Schroeder VA, Wolter WR, Mobashery S, Chang M..  (2016)  Structure-Activity Relationship for the 4(3H)-Quinazolinone Antibacterials.,  59  (10): [PMID:27088777] [10.1021/acs.jmedchem.6b00372]

2. Qian Y, Allegretta G, Janardhanan J, Peng Z, Mahasenan KV, Lastochkin E, Gozun MMN, Tejera S, Schroeder VA, Wolter WR, Feltzer R, Mobashery S, Chang M..  (2020)  Exploration of the Structural Space in 4(3H)-Quinazolinone Antibacterials.,  63  (10): [PMID:32343145] [10.1021/acs.jmedchem.0c00153]

Source

Source(1):

• Scientific Literature