ID: ALA4763307

Max Phase: Preclinical

Molecular Formula: C26H24ClFN2O4

Molecular Weight: 482.94

Molecule Type: Unknown

Representations

Canonical SMILES:  O=C(O)Cc1ccccc1NC(=O)c1cccc(-c2ccc(Cl)c(O[C@@H]3CCCNC3)c2F)c1

Standard InChI:  InChI=1S/C26H24ClFN2O4/c27-21-11-10-20(24(28)25(21)34-19-8-4-12-29-15-19)16-6-3-7-18(13-16)26(33)30-22-9-2-1-5-17(22)14-23(31)32/h1-3,5-7,9-11,13,19,29H,4,8,12,14-15H2,(H,30,33)(H,31,32)/t19-/m1/s1

Standard InChI Key:  GFZGZLKOWGFBSB-LJQANCHMSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 482.94

Molecular Weight (Monoisotopic): 482.1409

AlogP: 5.16

#Rotatable Bonds: 7

Polar Surface Area: 87.66

Molecular Species: ZWITTERION

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.74

CX Basic pKa: 9.36

CX LogP: 2.57

CX LogD: 2.56

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.43

Np Likeness Score: -0.89

References

1. Velcicky J,Wilcken R,Cotesta S,Janser P,Schlapbach A,Wagner T,Piechon P,Villard F,Bouhelal R,Piller F,Harlfinger S,Stringer R,Fehlmann D,Kaupmann K,Littlewood-Evans A,Haffke M,Gommermann N.  (2020)  Discovery and Optimization of Novel SUCNR1 Inhibitors: Design of Zwitterionic Derivatives with a Salt Bridge for the Improvement of Oral Exposure.,  63  (17): [PMID:32856916] [10.1021/acs.jmedchem.0c01020]

Source

Source(1):

• Scientific Literature