ID: ALA4755411

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)c2)c1F

Standard InChI:  InChI=1S/C26H24ClFN2O4/c27-21-11-10-16(13-23(21)34-18-6-4-12-29-15-18)19-7-3-8-20(25(19)28)26(33)30-22-9-2-1-5-17(22)14-24(31)32/h1-3,5,7-11,13,18,29H,4,6,12,14-15H2,(H,30,33)(H,31,32)/t18-/m1/s1

Standard InChI Key:  ICVHWNVCRBWIQT-GOSISDBHSA-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: 3.69

CX Basic pKa: 9.42

CX LogP: 2.57

CX LogD: 2.57

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.43

Np Likeness Score: -0.83

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