(R)-1-{(1S,2S)-4,6-Dichloro-1-[4-(3,5-dimethyl-1,2,4-triazol-4-yl)-2-fluoro-phenoxy]-indan-2-yl}-pyrrolidin-3-ol hydrochloride

ID: ALA3892788

Chembl Id: CHEMBL3892788

PubChem CID: 134137115

Max Phase: Preclinical

Molecular Formula: C23H24Cl3FN4O2

Molecular Weight: 477.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nnc(C)n1-c1ccc(O[C@H]2c3cc(Cl)cc(Cl)c3C[C@@H]2N2CC[C@@H](O)C2)c(F)c1.Cl

Standard InChI:  InChI=1S/C23H23Cl2FN4O2.ClH/c1-12-27-28-13(2)30(12)15-3-4-22(20(26)9-15)32-23-18-7-14(24)8-19(25)17(18)10-21(23)29-6-5-16(31)11-29;/h3-4,7-9,16,21,23,31H,5-6,10-11H2,1-2H3;1H/t16-,21+,23+;/m1./s1

Standard InChI Key:  MDJADLPQDRFYIJ-SIVZDDAJSA-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

Calculated Properties

Molecular Weight: 477.37

Molecular Weight (Monoisotopic): 476.1182

AlogP: 4.44

#Rotatable Bonds: 4

Polar Surface Area: 63.41

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.00

CX LogP: 3.38

CX LogD: 3.23

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.60

Np Likeness Score: -0.53

References

1. Rackelmann N, Matter H, Englert H, Follmann M, Maier T, Weston J, Arndt P, Heyse W, Mertsch K, Wirth K, Bialy L..  (2016)  Discovery and Optimization of 1-Phenoxy-2-aminoindanes as Potent, Selective, and Orally Bioavailable Inhibitors of the Na+/H+ Exchanger Type 3 (NHE3).,  59  (19): [PMID:27606885] [10.1021/acs.jmedchem.6b00624]

Source

Source(1):

• Scientific Literature