ID: ALA3647565

Max Phase: Preclinical

Molecular Formula: C21H19FN4O3S

Molecular Weight: 426.47

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCn1cnc2c(-c3ccc(F)c(-c4ccc(S(C)(=O)=O)cc4OC)c3)cnnc21

Standard InChI:  InChI=1S/C21H19FN4O3S/c1-4-26-12-23-20-17(11-24-25-21(20)26)13-5-8-18(22)16(9-13)15-7-6-14(30(3,27)28)10-19(15)29-2/h5-12H,4H2,1-3H3

Standard InChI Key:  XMEKCOQJJFUWHE-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: 426.47

Molecular Weight (Monoisotopic): 426.1162

AlogP: 3.73

#Rotatable Bonds: 5

Polar Surface Area: 86.97

Molecular Species: NEUTRAL

HBA: 7

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 2.54

CX LogP: 2.13

CX LogD: 2.13

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.48

Np Likeness Score: -1.38

References

1.  (2015)  Chemical compounds, 

2. Owen RM, Blakemore D, Cao L, Flanagan N, Fish R, Gibson KR, Gurrell R, Huh CW, Kammonen J, Mortimer-Cassen E, Nickolls SA, Omoto K, Owen D, Pike A, Pryde DC, Reynolds DS, Roeloffs R, Rose C, Stead C, Takeuchi M, Warmus JS, Watson C..  (2019)  Design and Identification of a Novel, Functionally Subtype Selective GABA_A Positive Allosteric Modulator (PF-06372865).,  62  (12): [PMID:30964988] [10.1021/acs.jmedchem.9b00322]

Source

Source(2):

• Scientific Literature
• BindingDB Database