ID: ALA5209058

Max Phase: Preclinical

Molecular Formula: C19H23Cl2N2O5PS

Molecular Weight: 493.35

Representations

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

Standard InChI:  InChI=1S/C19H23Cl2N2O5PS/c1-23-11-17(16-9-14(20)10-19(21)18(16)12-23)13-4-2-5-15(8-13)30(27,28)22-6-3-7-29(24,25)26/h2,4-5,8-10,17,22H,3,6-7,11-12H2,1H3,(H2,24,25,26)

Standard InChI Key:  CCCMWNZEQUNHDX-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: 493.35

Molecular Weight (Monoisotopic): 492.0442

AlogP: 3.42

#Rotatable Bonds: 7

Polar Surface Area: 106.94

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 1.81

CX Basic pKa: 6.54

CX LogP: 0.67

CX LogD: 0.06

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.40

Np Likeness Score: -0.78

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