ID: ALA2324480

Max Phase: Preclinical

Molecular Formula: C23H36FN3O4S2

Molecular Weight: 501.69

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCS(=O)(=O)N1CCN(C2(CNC(=O)c3c(OC)cc(F)cc3SC)CCCCC2)CC1

Standard InChI:  InChI=1S/C23H36FN3O4S2/c1-4-14-33(29,30)27-12-10-26(11-13-27)23(8-6-5-7-9-23)17-25-22(28)21-19(31-2)15-18(24)16-20(21)32-3/h15-16H,4-14,17H2,1-3H3,(H,25,28)

Standard InChI Key:  SHMQHQQTMWPILC-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: 501.69

Molecular Weight (Monoisotopic): 501.2131

AlogP: 3.35

#Rotatable Bonds: 9

Polar Surface Area: 78.95

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.51

CX Basic pKa: 6.51

CX LogP: 3.00

CX LogD: 2.95

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.52

Np Likeness Score: -1.46

References

1. Cioffi CL, Wolf MA, Guzzo PR, Sadalapure K, Parthasarathy V, Dethe D, Maeng JH, Carulli E, Loong DT, Fang X, Hu M, Gupta P, Chung M, Bai M, Moore N, Luche M, Khmelnitsky Y, Love PL, Watson MA, Mhyre AJ, Liu S..  (2013)  Design, synthesis, and SAR of N-((1-(4-(propylsulfonyl)piperazin-1-yl)cycloalkyl)methyl)benzamide inhibitors of glycine transporter-1.,  23  (5): [PMID:23380375] [10.1016/j.bmcl.2013.01.006]

Source

Source(1):

• Scientific Literature