6-{6,7-di(benzyloxy)-8-[2-(1H-3-indolyl)ethyl]-3,8-diazabicyclo[3.2.1]oct-3-yl}-1-hexanamine

ID: ALA3037859

PubChem CID: 67800569

Max Phase: Preclinical

Molecular Formula: C36H46N4O2

Molecular Weight: 566.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCCCCCN1CC2[C@@H](OCc3ccccc3)[C@H](OCc3ccccc3)[C@H](C1)N2CCc1c[nH]c2ccccc12

Standard InChI:  InChI=1S/C36H46N4O2/c37-20-11-1-2-12-21-39-24-33-35(41-26-28-13-5-3-6-14-28)36(42-27-29-15-7-4-8-16-29)34(25-39)40(33)22-19-30-23-38-32-18-10-9-17-31(30)32/h3-10,13-18,23,33-36,38H,1-2,11-12,19-22,24-27,37H2/t33-,34?,35+,36+/m0/s1

Standard InChI Key:  HCLMVTFMVQFQOL-ISBWPTOWSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3037859

   6-[(5S,6R,7R)-8-[2-(1H-indol-3-yl)ethyl]-6,7-bis(phenylmethoxy)-3,8-diazabicyclo[3.2.1]octan-3-yl]hexan-1-amine

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: 566.79

Molecular Weight (Monoisotopic): 566.3621

AlogP: 5.77

#Rotatable Bonds: 15

Polar Surface Area: 66.75

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 10.21

CX LogP: 6.24

CX LogD: 2.73

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.18

Np Likeness Score: -0.11

References

1. Damour D, Barreau M, Blanchard J, Burgevin M, Doble A, Herman F, Pantel G, James-Surcouf E, Vuilhorgne M, Mignani S, Poitout L, Merrer YL, Depezay J.  (1996)  Design, synthesis and binding affinities of novel non-peptide mimics of somatostatin/sandostatin,  6  (14): [10.1016/0960-894X(96)00289-2]

Source

Source(1):

• Scientific Literature