(S)-1-((4-(3-((2-Aminoethyl)disulfanyl)propoxy)-3-methoxyphenethyl)amino)-3-(naphthalen-1-yloxy)propan-2-ol

ID: ALA4456301

PubChem CID: 155525244

Max Phase: Preclinical

Molecular Formula: C27H36N2O4S2

Molecular Weight: 516.73

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(CCNC[C@H](O)COc2cccc3ccccc23)ccc1OCCCSSCCN

Standard InChI:  InChI=1S/C27H36N2O4S2/c1-31-27-18-21(10-11-26(27)32-15-5-16-34-35-17-13-28)12-14-29-19-23(30)20-33-25-9-4-7-22-6-2-3-8-24(22)25/h2-4,6-11,18,23,29-30H,5,12-17,19-20,28H2,1H3/t23-/m0/s1

Standard InChI Key:  QJSQCJQXYAAGGS-QHCPKHFHSA-N

Molfile:  

 
     RDKit          2D

 35 37  0  0  0  0  0  0  0  0999 V2000
   23.8636   -9.8517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5755   -9.4431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2832   -9.8517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9950   -9.4431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7069   -9.8517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9950   -8.6218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4187   -9.4431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1305   -9.8517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8424   -9.4431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4405  -10.6703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1573  -11.0828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8657  -10.6685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4409   -9.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1502   -9.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1506   -8.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4425   -8.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7325   -8.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7355   -9.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5542   -9.8517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5523  -10.6741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2633  -11.0867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9720  -10.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9694   -9.8484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2619   -9.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6798   -9.4373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.6844  -11.0857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.6769   -8.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3957  -10.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1081  -11.0838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8194  -10.6702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5317  -11.0820    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   35.2430  -10.6683    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   35.9513  -11.0801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6626  -10.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3749  -11.0782    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  1
  5  7  1  0
  7  8  1  0
  8  9  1  0
  1 14  2  0
 13 10  2  0
 10 11  1  0
 11 12  2  0
 12  1  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  9 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 23 25  1  0
 22 26  1  0
 25 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4456301

   ---

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: 516.73

Molecular Weight (Monoisotopic): 516.2116

AlogP: 4.53

#Rotatable Bonds: 17

Polar Surface Area: 85.97

Molecular Species: BASE

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.79

CX LogP: 3.67

CX LogD: -0.38

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.18

Np Likeness Score: -0.34

References

1. Schwalbe T, Huebner H, Gmeiner P..  (2019)  Development of covalent antagonists for β1- and β2-adrenergic receptors.,  27  (13): [PMID:31151791] [10.1016/j.bmc.2019.05.034]

Source

Source(1):

• Scientific Literature