ID: ALA4638182

Max Phase: Preclinical

Molecular Formula: C22H20F4N4O5S

Molecular Weight: 528.48

Molecule Type: Unknown

Representations

Canonical SMILES:  COc1c(S(C)(=O)=O)ccc(O[C@@H](C)C(F)(F)F)c1C(=O)N1Cc2cn(-c3ccc(F)cn3)nc2C1

Standard InChI:  InChI=1S/C22H20F4N4O5S/c1-12(22(24,25)26)35-16-5-6-17(36(3,32)33)20(34-2)19(16)21(31)29-9-13-10-30(28-15(13)11-29)18-7-4-14(23)8-27-18/h4-8,10,12H,9,11H2,1-3H3/t12-/m0/s1

Standard InChI Key:  AGKOQYNRJKKDHE-LBPRGKRZSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 528.48

Molecular Weight (Monoisotopic): 528.1091

AlogP: 3.30

#Rotatable Bonds: 6

Polar Surface Area: 103.62

Molecular Species: NEUTRAL

HBA: 8

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 0.52

CX LogP: 2.33

CX LogD: 2.33

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.45

Np Likeness Score: -1.36

References

1. Hudson AR, Santora VJ, Petroski RE, Almos TA, Anderson G, Barido R, Basinger J, Bellows CL, Bookser BC, Broadbent NJ, Cabebe C, Chai CK, Chen M, Chow S, Chung M, Heger L, Danks AM, Freestone GC, Gitnick D, Gupta V, Hoffmaster C, Kaplan AP, Kennedy MR, Lee D, Limberis J, Ly K, Mak CC, Masatsugu B, Morse AC, Na J, Neul D, Nikpur J, Renick J, Sebring K, Sevidal S, Tabatabaei A, Wen J, Xia S, Yan Y, Yoder ZW, Zook D, Peters M, Breitenbucher JG..  (2020)  Azetidine-based selective glycine transporter-1 (GlyT1) inhibitors with memory enhancing properties.,  30  (14): [PMID:32527538] [10.1016/j.bmcl.2020.127214]

Source

Source(1):

• Scientific Literature