ID: ALA3683737

Max Phase: Preclinical

Molecular Formula: C21H19BrN6O3

Molecular Weight: 483.33

Molecule Type: Small molecule

Representations

Canonical SMILES:  NC(=O)n1cc(NC(=O)N2[C@@H]3C[C@@H]3C[C@H]2C(=O)Nc2cccc(Br)n2)c2ccccc21

Standard InChI:  InChI=1S/C21H19BrN6O3/c22-17-6-3-7-18(25-17)26-19(29)16-9-11-8-15(11)28(16)21(31)24-13-10-27(20(23)30)14-5-2-1-4-12(13)14/h1-7,10-11,15-16H,8-9H2,(H2,23,30)(H,24,31)(H,25,26,29)/t11-,15-,16+/m1/s1

Standard InChI Key:  NRMJBMPLENRGCS-LYRGGWFBSA-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: 483.33

Molecular Weight (Monoisotopic): 482.0702

AlogP: 3.36

#Rotatable Bonds: 3

Polar Surface Area: 122.35

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.63

CX Basic pKa: 0.33

CX LogP: 2.24

CX LogD: 2.24

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.49

Np Likeness Score: -1.01

References

1.  (2015)  Complement pathway modulators and uses thereof, 

2. Lorthiois E, Anderson K, Vulpetti A, Rogel O, Cumin F, Ostermann N, Steinbacher S, Mac Sweeney A, Delgado O, Liao SM, Randl S, Rüdisser S, Dussauge S, Fettis K, Kieffer L, de Erkenez A, Yang L, Hartwieg C, Argikar UA, La Bonte LR, Newton R, Kansara V, Flohr S, Hommel U, Jaffee B, Maibaum J..  (2017)  Discovery of Highly Potent and Selective Small-Molecule Reversible Factor D Inhibitors Demonstrating Alternative Complement Pathway Inhibition in Vivo.,  60  (13): [PMID:28621538] [10.1021/acs.jmedchem.7b00425]

Source

Source(2):

• Scientific Literature
• BindingDB Database