ID: ALA5193832

Max Phase: Preclinical

Molecular Formula: C39H44Cl4N6O7S2

Molecular Weight: 914.76

Representations

Canonical SMILES:  CN1Cc2c(Cl)cc(Cl)cc2[C@H](c2cccc(S(=O)(=O)NCCNC(=O)C(O)C(O)NCCNS(=O)(=O)c3cccc([C@@H]4CN(C)Cc5c(Cl)cc(Cl)cc54)c3)c2)C1

Standard InChI:  InChI=1S/C39H44Cl4N6O7S2/c1-48-19-31(29-15-25(40)17-35(42)33(29)21-48)23-5-3-7-27(13-23)57(53,54)46-11-9-44-38(51)37(50)39(52)45-10-12-47-58(55,56)28-8-4-6-24(14-28)32-20-49(2)22-34-30(32)16-26(41)18-36(34)43/h3-8,13-18,31-32,37-38,44,46-47,50-51H,9-12,19-22H2,1-2H3,(H,45,52)/t31-,32-,37?,38?/m0/s1

Standard InChI Key:  LZXKISAMAIKCHU-JLTGMVMASA-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: 914.76

Molecular Weight (Monoisotopic): 912.1467

AlogP: 4.10

#Rotatable Bonds: 15

Polar Surface Area: 180.41

Molecular Species: NEUTRAL

HBA: 10

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.85

CX Basic pKa: 7.19

CX LogP: 4.50

CX LogD: 4.26

Aromatic Rings: 4

Heavy Atoms: 58

QED Weighted: 0.08

Np Likeness Score: -0.49

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