2-(3-(4-(1H-indol-3-yl)piperidin-1-yl)propyl)-1,2,3,4-tetrahydroisoquinoline

ID: ALA3609359

PubChem CID: 9929458

Max Phase: Preclinical

Molecular Formula: C25H31N3

Molecular Weight: 373.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc2c(c1)CCN(CCCN1CCC(c3c[nH]c4ccccc34)CC1)C2

Standard InChI:  InChI=1S/C25H31N3/c1-2-7-22-19-28(17-10-20(22)6-1)14-5-13-27-15-11-21(12-16-27)24-18-26-25-9-4-3-8-23(24)25/h1-4,6-9,18,21,26H,5,10-17,19H2

Standard InChI Key:  ZHWKHPROAGMAEB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3609359

   2-[3-[4-(1H-indol-3-yl)piperidin-1-yl]propyl]-3,4-dihydro-1H-isoquinoline

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: 373.54

Molecular Weight (Monoisotopic): 373.2518

AlogP: 4.80

#Rotatable Bonds: 5

Polar Surface Area: 22.27

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.52

CX LogP: 4.40

CX LogD: 2.17

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.69

Np Likeness Score: -0.74

References

1. Hayashi R, Ohmori E, Moriwaki M, Kumagai H, Isogaya M..  (2015)  Indolylpiperidine derivatives as potent and selective α1B adrenoceptor antagonists.,  25  (18): [PMID:26238322] [10.1016/j.bmcl.2015.07.046]

Source

Source(1):

• Scientific Literature