ID: ALA2035981

Max Phase: Preclinical

Molecular Formula: C32H31F2N5O3

Molecular Weight: 571.63

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@@]1(c2cc(F)cc(F)c2)CNC2(CCCC2)C(=O)N1CC(=O)Nc1ccc2c(c1)C[C@@]1(C2)C(=O)Nc2ncccc21

Standard InChI:  InChI=1S/C32H31F2N5O3/c1-30(21-12-22(33)14-23(34)13-21)18-36-32(8-2-3-9-32)29(42)39(30)17-26(40)37-24-7-6-19-15-31(16-20(19)11-24)25-5-4-10-35-27(25)38-28(31)41/h4-7,10-14,36H,2-3,8-9,15-18H2,1H3,(H,37,40)(H,35,38,41)/t30-,31+/m0/s1

Standard InChI Key:  GWAJYOYPXYSDHT-IOWSJCHKSA-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: 571.63

Molecular Weight (Monoisotopic): 571.2395

AlogP: 3.95

#Rotatable Bonds: 4

Polar Surface Area: 103.43

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.74

CX Basic pKa: 6.84

CX LogP: 4.36

CX LogD: 4.25

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.44

Np Likeness Score: -0.59

References

1. Bell IM, Stump CA, Gallicchio SN, Staas DD, Zartman CB, Moore EL, Sain N, Urban M, Bruno JG, Calamari A, Kemmerer AL, Mosser SD, Fandozzi C, White RB, Zrada MM, Selnick HG, Graham SL, Vacca JP, Kane SA, Salvatore CA..  (2012)  MK-8825: a potent and selective CGRP receptor antagonist with good oral activity in rats.,  22  (12): [PMID:22607672] [10.1016/j.bmcl.2012.04.105]

2. Bell IM, Gallicchio SN, Stump CA, Bruno JG, Fan H, Gantert LT, Hostetler ED, Kemmerer AL, McWherter M, Moore EL, Mosser SD, Purcell ML, Riffel K, Salvatore CA, Sanabria-Bohórquez S, Staas DD, White RB, Williams M, Zartman CB, Cook JJ, Hargreaves RJ, Kane SA, Graham SL, Selnick HG..  (2013)  [(11)C]MK-4232: The First Positron Emission Tomography Tracer for the Calcitonin Gene-Related Peptide Receptor.,  4  (9): [PMID:24900761] [10.1021/ml400199p]

Source

Source(1):

• Scientific Literature