ID: ALA215180

Max Phase: Preclinical

Molecular Formula: C37H41F3N4O4

Molecular Weight: 662.75

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(NCC1CCNCC1)[C@H]1CCCN1C(=O)[C@@H]1C[C@@H](O)CN1C(=O)CC(c1ccc(F)cc1)(c1ccc(F)cc1)c1ccc(F)cc1

Standard InChI:  InChI=1S/C37H41F3N4O4/c38-28-9-3-25(4-10-28)37(26-5-11-29(39)12-6-26,27-7-13-30(40)14-8-27)21-34(46)44-23-31(45)20-33(44)36(48)43-19-1-2-32(43)35(47)42-22-24-15-17-41-18-16-24/h3-14,24,31-33,41,45H,1-2,15-23H2,(H,42,47)/t31-,32-,33+/m1/s1

Standard InChI Key:  CNPFYHSXAKKLOF-SLGZMBILSA-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: 662.75

Molecular Weight (Monoisotopic): 662.3080

AlogP: 3.90

#Rotatable Bonds: 9

Polar Surface Area: 101.98

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 10.05

CX LogP: 3.18

CX LogD: 0.63

Aromatic Rings: 3

Heavy Atoms: 48

QED Weighted: 0.30

Np Likeness Score: -0.56

References

1. Sagara Y, Sagara T, Uchiyama M, Otsuki S, Kimura T, Fujikawa T, Noguchi K, Ohtake N..  (2006)  Identification of a novel 4-aminomethylpiperidine class of M3 muscarinic receptor antagonists and structural insight into their M3 selectivity.,  49  (19): [PMID:16970392] [10.1021/jm051205r]

2. Zheng G, Smith AM, Huang X, Subramanian KL, Siripurapu KB, Deaciuc A, Zhan CG, Dwoskin LP..  (2013)  Structural modifications to tetrahydropyridine-3-carboxylate esters en route to the discovery of M5-preferring muscarinic receptor orthosteric antagonists.,  56  (4): [PMID:23379472] [10.1021/jm301774u]

Source

Source(1):

• Scientific Literature