(1S,2S)-2-(2-((3-(1H-benzo[d]imidazol-2-yl)propyl)(methyl)amino)ethyl)-6-fluoro-1-isopropyl-1,2,3,4-tetrahydronaphthalen-2-yl isobutyrate

ID: ALA3609822

PubChem CID: 10117450

Max Phase: Preclinical

Molecular Formula: C30H40FN3O2

Molecular Weight: 493.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C(=O)O[C@]1(CCN(C)CCCc2nc3ccccc3[nH]2)CCc2cc(F)ccc2[C@@H]1C(C)C

Standard InChI:  InChI=1S/C30H40FN3O2/c1-20(2)28-24-13-12-23(31)19-22(24)14-15-30(28,36-29(35)21(3)4)16-18-34(5)17-8-11-27-32-25-9-6-7-10-26(25)33-27/h6-7,9-10,12-13,19-21,28H,8,11,14-18H2,1-5H3,(H,32,33)/t28-,30-/m0/s1

Standard InChI Key:  FRFNLRPRBZSCOW-JDXGNMNLSA-N

Molfile:  

     RDKit          2D

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    6.4571   -6.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7567   -6.7777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8917   -8.2338    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1114   -6.1592    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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 17 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3609822

   [(1S,2S)-2-[2-[3-(1H-benzimidazol-2-yl)propyl-methylamino]ethyl]-6-fluoro-1-propan-2-yl-3,4-dihydro-1H-naphthalen-2-yl] 2-methylpropanoate

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: 493.67

Molecular Weight (Monoisotopic): 493.3105

AlogP: 6.28

#Rotatable Bonds: 10

Polar Surface Area: 58.22

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.54

CX Basic pKa: 9.82

CX LogP: 6.57

CX LogD: 4.17

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.34

Np Likeness Score: -0.33

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