(S)-N-(2-Butyramidoethyl)-4-(2-(2-hydroxy-3-(isopropylamino)propoxy)phenyl)butanamide

ID: ALA4578042

PubChem CID: 155564992

Max Phase: Preclinical

Molecular Formula: C22H37N3O4

Molecular Weight: 407.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCC(=O)NCCNC(=O)CCCc1ccccc1OC[C@@H](O)CNC(C)C

Standard InChI:  InChI=1S/C22H37N3O4/c1-4-8-21(27)23-13-14-24-22(28)12-7-10-18-9-5-6-11-20(18)29-16-19(26)15-25-17(2)3/h5-6,9,11,17,19,25-26H,4,7-8,10,12-16H2,1-3H3,(H,23,27)(H,24,28)/t19-/m0/s1

Standard InChI Key:  HDOJMOVNRKPOTJ-IBGZPJMESA-N

Molfile:  

 
     RDKit          2D

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    2.5411  -25.8349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5383  -25.0044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8229  -24.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8204  -23.7702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2419  -21.2911    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9552  -20.8764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9528  -20.0515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.8250  -24.9882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5380  -24.5730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2539  -24.9829    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3992  -25.8186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9669  -24.5677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6828  -24.9774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9637  -23.7427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3958  -24.5623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1117  -24.9721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4578042

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 407.56

Molecular Weight (Monoisotopic): 407.2784

AlogP: 1.78

#Rotatable Bonds: 15

Polar Surface Area: 99.69

Molecular Species: BASE

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.67

CX LogP: 1.70

CX LogD: -0.52

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.33

Np Likeness Score: -0.55

References

1. Gaiser BI, Danielsen M, Marcher-Rørsted E, Røpke Jørgensen K, Wróbel TM, Frykman M, Johansson H, Bräuner-Osborne H, Gloriam DE, Mathiesen JM, Sejer Pedersen D..  (2019)  Probing the Existence of a Metastable Binding Site at the β₂-Adrenergic Receptor with Homobivalent Bitopic Ligands.,  62  (17): [PMID:31298548] [10.1021/acs.jmedchem.9b00595]

Source

Source(1):

• Scientific Literature