ID: ALA2396663

Max Phase: Preclinical

Molecular Formula: C28H34N2O

Molecular Weight: 414.59

Molecule Type: Small molecule

Representations

Canonical SMILES:  C#CC1=CC[C@@H](N(CCC)CCCCNC(=O)c2ccc(-c3ccccc3)cc2)CC1

Standard InChI:  InChI=1S/C28H34N2O/c1-3-21-30(27-18-12-23(4-2)13-19-27)22-9-8-20-29-28(31)26-16-14-25(15-17-26)24-10-6-5-7-11-24/h2,5-7,10-12,14-17,27H,3,8-9,13,18-22H2,1H3,(H,29,31)/t27-/m1/s1

Standard InChI Key:  PWZPBZQTTHOCIS-HHHXNRCGSA-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: 414.59

Molecular Weight (Monoisotopic): 414.2671

AlogP: 5.69

#Rotatable Bonds: 10

Polar Surface Area: 32.34

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 10.91

CX LogP: 5.49

CX LogD: 2.28

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.40

Np Likeness Score: -0.76

References

1. Hiller C, Kling RC, Heinemann FW, Meyer K, Hübner H, Gmeiner P..  (2013)  Functionally selective dopamine D2/D3 receptor agonists comprising an enyne moiety.,  56  (12): [PMID:23730937] [10.1021/jm400520c]

2. Weichert D, Banerjee A, Hiller C, Kling RC, Hübner H, Gmeiner P..  (2015)  Molecular determinants of biased agonism at the dopamine D₂ receptor.,  58  (6): [PMID:25734236] [10.1021/jm501889t]

Source

Source(1):

• Scientific Literature