SID4257473

ID: ALA1604836

PubChem CID: 2937596

Max Phase: Preclinical

Molecular Formula: C22H28N2O5

Molecular Weight: 400.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cc3ccccc3n2CC(O)CNC(CO)(CO)CO)cc1

Standard InChI:  InChI=1S/C22H28N2O5/c1-29-19-8-6-16(7-9-19)21-10-17-4-2-3-5-20(17)24(21)12-18(28)11-23-22(13-25,14-26)15-27/h2-10,18,23,25-28H,11-15H2,1H3

Standard InChI Key:  ABLQNMRKVYKQCQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
    1.5549   -2.3932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4236    1.9953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0175   -1.1557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8260   -1.8701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6490   -0.4412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9838   -1.5682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1259   -1.5682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7375   -1.2326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0701   -2.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8770   -2.5602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2895   -1.8457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9090   -0.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2693   -1.1557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5180   -3.0017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1320   -3.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5549   -1.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2959    0.1264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6936   -0.1707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7730   -3.7864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5799   -3.9579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5885   -1.1557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8404   -1.1557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2521    1.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4675    0.9334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8652    0.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3030   -0.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0010   -1.8701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1760   -0.4412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2082    2.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0
  2 23  1  0
  2 29  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  6  8  1  0
  6  9  1  0
  6 13  1  0
  7 21  1  0
  7 22  1  0
  8 11  2  0
  8 12  1  0
  9 10  1  0
  9 14  2  0
 10 11  1  0
 10 15  2  0
 12 17  2  0
 12 18  1  0
 13 16  1  0
 14 19  1  0
 15 20  1  0
 16 22  1  0
 17 24  1  0
 18 25  2  0
 19 20  2  0
 21 26  1  0
 21 27  1  0
 21 28  1  0
 23 24  2  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1604836

   2-({2-hydroxy-3-[2-(4-methoxyphenyl)-1H-indol-1-yl]propyl}amino)-2-(hydroxymethyl)-1,3-propanediol

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: 400.48

Molecular Weight (Monoisotopic): 400.1998

AlogP: 0.98

#Rotatable Bonds: 10

Polar Surface Area: 107.11

Molecular Species: NEUTRAL

HBA: 7

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.97

CX Basic pKa: 8.34

CX LogP: 0.62

CX LogD: -0.37

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.35

Np Likeness Score: -0.45

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays