ID: ALA465687

Max Phase: Preclinical

Molecular Formula: C33H42N2O4

Molecular Weight: 530.71

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC1CC(=O)N(c2ccccc2C(=O)OC[C@@H]2C[C@H](C3CCCCC3)CN(CCCc3ccccc3)C2)C1=O

Standard InChI:  InChI=1S/C33H42N2O4/c1-24-19-31(36)35(32(24)37)30-17-9-8-16-29(30)33(38)39-23-26-20-28(27-14-6-3-7-15-27)22-34(21-26)18-10-13-25-11-4-2-5-12-25/h2,4-5,8-9,11-12,16-17,24,26-28H,3,6-7,10,13-15,18-23H2,1H3/t24?,26-,28+/m1/s1

Standard InChI Key:  GMZOGMORLAJOAZ-FKJWPSLMSA-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: 530.71

Molecular Weight (Monoisotopic): 530.3145

AlogP: 5.89

#Rotatable Bonds: 9

Polar Surface Area: 66.92

Molecular Species: BASE

HBA: 5

HBD: 0

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 10.40

CX LogP: 6.39

CX LogD: 3.51

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.30

Np Likeness Score: 0.04

References

1. Huang J, Orac CM, McKay S, McKay DB, Bergmeier SC..  (2008)  The synthesis of 5-substituted ring E analogs of methyllycaconitine via the Suzuki-Miyaura cross-coupling reaction.,  16  (7): [PMID:18272373] [10.1016/j.bmc.2008.01.050]

2. Henderson BJ, Orac CM, Maciagiewicz I, Bergmeier SC, McKay DB..  (2012)  3D-QSAR and 3D-QSSR models of negative allosteric modulators facilitate the design of a novel selective antagonist of human α4β2 neuronal nicotinic acetylcholine receptors.,  22  (4): [PMID:22285942] [10.1016/j.bmcl.2011.11.051]

Source

Source(1):

• Scientific Literature