rac-(5S*,6S*,8S*)-6-(2-((3-(1H-Benzo[d]imidazol-2-yl)propyl)(methyl)amino)ethyl)-5,6,7,8-tetrahydro-5,8-ethanoquinoxalin-6-yl isobutyrate

ID: ALA3609821

PubChem CID: 122187853

Max Phase: Preclinical

Molecular Formula: C27H35N5O2

Molecular Weight: 461.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C(=O)O[C@]1(CCN(C)CCCc2nc3ccccc3[nH]2)C[C@@H]2CC[C@H]1c1nccnc12

Standard InChI:  InChI=1S/C27H35N5O2/c1-18(2)26(33)34-27(17-19-10-11-20(27)25-24(19)28-13-14-29-25)12-16-32(3)15-6-9-23-30-21-7-4-5-8-22(21)31-23/h4-5,7-8,13-14,18-20H,6,9-12,15-17H2,1-3H3,(H,30,31)/t19-,20-,27+/m0/s1

Standard InChI Key:  WRRXVWHNKSBLTK-OWOAZTCBSA-N

Molfile:  

     RDKit          2D

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   -1.3231    2.5096    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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  7 33  1  6
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M  END

Alternative Forms

1. Parent:

   

   ALA3609821

   ---

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

Calculated Properties

Molecular Weight: 461.61

Molecular Weight (Monoisotopic): 461.2791

AlogP: 4.61

#Rotatable Bonds: 9

Polar Surface Area: 84.00

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.54

CX Basic pKa: 9.82

CX LogP: 3.43

CX LogD: 1.02

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.47

Np Likeness Score: -0.17

References

1. Renneberg D, Hubler F, Rey M, Hess P, Delahaye S, Gatfield J, Iglarz M, Hilpert K..  (2015)  Discovery of novel bridged tetrahydronaphthalene derivatives as potent T/L-type calcium channel blockers.,  25  (18): [PMID:26231163] [10.1016/j.bmcl.2015.07.038]

Source

Source(1):

• Scientific Literature