1-(3-Hydroxypropyl)-5-(2-((2-(2,4,6-trimethylphenoxy)ethyl)-amino)propyl)indoline-7-carboxamide

ID: ALA3809500

PubChem CID: 123752717

Max Phase: Preclinical

Molecular Formula: C26H37N3O3

Molecular Weight: 439.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C)c(OCCNC(C)Cc2cc3c(c(C(N)=O)c2)N(CCCO)CC3)c(C)c1

Standard InChI:  InChI=1S/C26H37N3O3/c1-17-12-18(2)25(19(3)13-17)32-11-7-28-20(4)14-21-15-22-6-9-29(8-5-10-30)24(22)23(16-21)26(27)31/h12-13,15-16,20,28,30H,5-11,14H2,1-4H3,(H2,27,31)

Standard InChI Key:  GEJDAWYRSPAFCX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
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   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6187    1.4919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6267    2.9927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.2413    5.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2494    7.4828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.8467    7.4683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1855   -2.6254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6552   -2.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1277   -4.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3028   -4.5970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9971   -3.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0337   -3.6184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0446   -3.6095    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8386    6.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2042   10.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5278   10.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  1 10  1  0
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 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
  7 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
  3 27  1  0
 27 28  2  0
 27 29  1  0
 22 30  1  0
 20 31  1  0
 18 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3809500

   ---

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: 439.60

Molecular Weight (Monoisotopic): 439.2835

AlogP: 3.06

#Rotatable Bonds: 11

Polar Surface Area: 87.82

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.73

CX LogP: 3.79

CX LogD: 1.51

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.47

Np Likeness Score: -0.55

References

1. Zhao F, Li J, Chen Y, Tian Y, Wu C, Xie Y, Zhou Y, Wang J, Xie X, Liu H..  (2016)  Design, Synthesis, and Biological Evaluation of Indoline and Indole Derivatives as Potent and Selective α1A-Adrenoceptor Antagonists.,  59  (8): [PMID:27031406] [10.1021/acs.jmedchem.5b02023]

Source

Source(1):

• Scientific Literature