ID: ALA568933

Max Phase: Preclinical

Molecular Formula: C15H16ClN3O2S

Molecular Weight: 337.83

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=S(=O)(c1ccc(Cl)cc1)N1C2CCCC1c1cn[nH]c1C2

Standard InChI:  InChI=1S/C15H16ClN3O2S/c16-10-4-6-12(7-5-10)22(20,21)19-11-2-1-3-15(19)13-9-17-18-14(13)8-11/h4-7,9,11,15H,1-3,8H2,(H,17,18)

Standard InChI Key:  KRMWCISIWFTDOJ-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: 337.83

Molecular Weight (Monoisotopic): 337.0652

AlogP: 2.90

#Rotatable Bonds: 2

Polar Surface Area: 66.06

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.88

CX Basic pKa: 2.29

CX LogP: 2.36

CX LogD: 2.36

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.92

Np Likeness Score: -1.35

References

1. Bowers S, Probst GD, Truong AP, Hom RK, Konradi AW, Sham HL, Garofalo AW, Wong K, Goldbach E, Quinn KP, Sauer JM, Wallace W, Nguyen L, Hemphill SS, Bova MP, Basi GS..  (2009)  N-Bridged bicyclic sulfonamides as inhibitors of gamma-secretase.,  19  (24): [PMID:19879755] [10.1016/j.bmcl.2009.10.060]

2. Mattson MN, Neitzel ML, Quincy DA, Semko CM, Garofalo AW, Keim PS, Konradi AW, Pleiss MA, Sham HL, Brigham EF, Goldbach EG, Zhang H, Sauer JM, Basi GS..  (2010)  Discovery of sulfonamide-pyrazole gamma-secretase inhibitors.,  20  (7): [PMID:20206516] [10.1016/j.bmcl.2010.02.050]

3. Mattson MN, Neitzel ML, Quincy DA, Semko CM, Garofalo AW, Keim PS, Konradi AW, Pleiss MA, Sham HL, Brigham EF, Goldbach EG, Zhang H, Sauer JM, Basi GS..  (2010)  Discovery of sulfonamide-pyrazole gamma-secretase inhibitors.,  20  (7): [PMID:20206516] [10.1016/j.bmcl.2010.02.050]

4. Aubele DL, Truong AP, Dressen DB, Probst GD, Bowers S, Mattson MN, Semko CM, Sun M, Garofalo AW, Konradi AW, Sham HL, Zmolek W, Wong K, Goldbach E, Quinn KP, Sauer JM, Brigham EF, Wallace W, Nguyen L, Bova MP, Hemphill SS, Basi G..  (2011)  Design, synthesis and structure-activity relationship of novel [3.3.1] bicyclic sulfonamide-pyrazoles as potent γ-secretase inhibitors.,  21  (19): [PMID:21885276] [10.1016/j.bmcl.2011.08.008]

Source

Source(1):

• Scientific Literature