1-[2-(3,4-Dimethoxy-phenyl)-ethylamino]-3-(5,6,7,8,9,9a-hexahydro-4bH-benzo[3,4]cyclobuta[1,2]cyclohepten-1-yloxy)-propan-2-ol

ID: ALA423078

PubChem CID: 44379222

Max Phase: Preclinical

Molecular Formula: C26H35NO4

Molecular Weight: 425.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CCNCC(O)COc2cccc3c2[C@@H]2CCCCC[C@H]32)cc1OC

Standard InChI:  InChI=1S/C26H35NO4/c1-29-23-12-11-18(15-25(23)30-2)13-14-27-16-19(28)17-31-24-10-6-9-22-20-7-4-3-5-8-21(20)26(22)24/h6,9-12,15,19-21,27-28H,3-5,7-8,13-14,16-17H2,1-2H3/t19?,20-,21+/m0/s1

Standard InChI Key:  GCOKFZQRNQCLIH-GJGLBJJNSA-N

Molfile:  

     RDKit          2D

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    1.4500   -3.2625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4417   -1.4542    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA423078

   1-[2-(3,4-dimethoxyphenyl)ethylamino]-3-[[(1R,8S)-3-tricyclo[6.5.0.02,7]trideca-2(7),3,5-trienyl]oxy]propan-2-ol

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: 425.57

Molecular Weight (Monoisotopic): 425.2566

AlogP: 4.42

#Rotatable Bonds: 10

Polar Surface Area: 59.95

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.31

CX LogP: 4.53

CX LogD: 2.63

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.55

Np Likeness Score: -0.02

References

1. Carre MC, Youlassani A, Caubere P, Saint-Aubin-Floch A, Blanc M, Advenier C..  (1984)  Synthesis of a novel series of (aryloxy)propanolamines: new selective beta 2-blocking agents.,  27  (6): [PMID:6145801] [10.1021/jm00372a016]

Source

Source(1):

• Scientific Literature