3-[4-({[5-(Phenylsulfonyl)-2-(trifluoromethyl)phenyl]sulfonyl}amino)piperidin-1-yl]benzoic acid

ID: ALA591035

Chembl Id: CHEMBL591035

PubChem CID: 46229549

Max Phase: Preclinical

Molecular Formula: C25H23F3N2O6S2

Molecular Weight: 568.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cccc(N2CCC(NS(=O)(=O)c3cc(S(=O)(=O)c4ccccc4)ccc3C(F)(F)F)CC2)c1

Standard InChI:  InChI=1S/C25H23F3N2O6S2/c26-25(27,28)22-10-9-21(37(33,34)20-7-2-1-3-8-20)16-23(22)38(35,36)29-18-11-13-30(14-12-18)19-6-4-5-17(15-19)24(31)32/h1-10,15-16,18,29H,11-14H2,(H,31,32)

Standard InChI Key:  PQBNFEISXDMHEA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA591035

   3-[4-({[5-(Phenylsulfonyl)-2-(trifluoromethyl)phenyl]sulfonyl}amino)piperidin-1-yl]benzoic acid

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

Calculated Properties

Molecular Weight: 568.60

Molecular Weight (Monoisotopic): 568.0950

AlogP: 4.18

#Rotatable Bonds: 7

Polar Surface Area: 120.85

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.98

CX Basic pKa: 5.06

CX LogP: 3.61

CX LogD: 1.59

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.44

Np Likeness Score: -1.51

References

1. Moore WJ, Kern JC, Bhat R, Bodine PV, Fukyama S, Krishnamurthy G, Magolda RL, Pitts K, Stauffer B, Trybulski EJ..  (2010)  Modulation of Wnt signaling through inhibition of secreted frizzled-related protein I (sFRP-1) with N-substituted piperidinyl diphenylsulfonyl sulfonamides: part II.,  18  (1): [PMID:19932972] [10.1016/j.bmc.2009.11.002]

Source

Source(1):

• Scientific Literature