ID: ALA4115403

Max Phase: Preclinical

Molecular Formula: C20H18F3N7O

Molecular Weight: 429.41

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(c1ccccc1-n1nccn1)N1[C@@H]2CC[C@H]1[C@H](Nc1cnc(C(F)(F)F)cn1)C2

Standard InChI:  InChI=1S/C20H18F3N7O/c21-20(22,23)17-10-25-18(11-24-17)28-14-9-12-5-6-16(14)29(12)19(31)13-3-1-2-4-15(13)30-26-7-8-27-30/h1-4,7-8,10-12,14,16H,5-6,9H2,(H,25,28)/t12-,14-,16+/m1/s1

Standard InChI Key:  OFWIILUUJMRMOZ-XPKDYRNWSA-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

Properties

Molecular Weight: 429.41

Molecular Weight (Monoisotopic): 429.1525

AlogP: 2.93

#Rotatable Bonds: 4

Polar Surface Area: 88.83

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 0.80

CX LogP: 1.56

CX LogD: 1.56

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.69

Np Likeness Score: -1.01

References

1.  (2016)  Substituted 7-azabicycles and their use as orexin receptor modulators, 

2. Préville C,Bonaventure P,Koudriakova T,Lord B,Nepomuceno D,Rizzolio M,Mani N,Coe KJ,Ndifor A,Dugovic C,Dvorak CA,Coate H,Pippel DJ,Fitzgerald A,Allison B,Lovenberg TW,Carruthers NI,Shireman BT.  (2020)  Substituted Azabicyclo[2.2.1]heptanes as Selective Orexin-1 Antagonists: Discovery of JNJ-54717793.,  11  (10): [PMID:33062185] [10.1021/acsmedchemlett.0c00085]

Source

Source(2):

• Scientific Literature
• BindingDB Database