ID: ALA5190823

Max Phase: Preclinical

Molecular Formula: C18H18Cl2N2O4S

Molecular Weight: 429.33

Representations

Canonical SMILES:  CN1Cc2c(Cl)cc(Cl)cc2C(c2cccc(S(=O)(=O)NCC(=O)O)c2)C1

Standard InChI:  InChI=1S/C18H18Cl2N2O4S/c1-22-9-15(14-6-12(19)7-17(20)16(14)10-22)11-3-2-4-13(5-11)27(25,26)21-8-18(23)24/h2-7,15,21H,8-10H2,1H3,(H,23,24)

Standard InChI Key:  VFDKHTUJTYFRFG-UHFFFAOYSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 429.33

Molecular Weight (Monoisotopic): 428.0364

AlogP: 2.93

#Rotatable Bonds: 5

Polar Surface Area: 86.71

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 2.62

CX Basic pKa: 6.54

CX LogP: 0.25

CX LogD: -0.33

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.76

Np Likeness Score: -0.96

References

1. Jacobs JW, Leadbetter MR, Bell N, Koo-McCoy S, Carreras CW, He L, Kohler J, Kozuka K, Labonté ED, Navre M, Spencer AG, Charmot D..  (2022)  Discovery of Tenapanor: A First-in-Class Minimally Systemic Inhibitor of Intestinal Na⁺/H⁺ Exchanger Isoform 3.,  13  (7.0): [PMID:35859876] [10.1021/acsmedchemlett.2c00037]

Source

Source(1):

• Scientific Literature