1-(2,3-dimethyl-1H-indol-1-yl)-3-(phenylamino)propan-2-ol

ID: ALA1623628

Cas Number: 397882-20-1

PubChem CID: 2897461

Max Phase: Preclinical

Molecular Formula: C19H22N2O

Molecular Weight: 294.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(C)n(CC(O)CNc2ccccc2)c2ccccc12

Standard InChI:  InChI=1S/C19H22N2O/c1-14-15(2)21(19-11-7-6-10-18(14)19)13-17(22)12-20-16-8-4-3-5-9-16/h3-11,17,20,22H,12-13H2,1-2H3

Standard InChI Key:  PAJRUSOEFAOLLP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   -0.1955   -0.6581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2335    0.1669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6244    0.1669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3197   -0.6536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1267   -0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9872    0.5024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5392   -0.1107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7677   -1.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5190    0.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3816   -1.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0226   -2.0513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1955    0.1669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8296   -2.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1587    1.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3597   -0.0244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9099    0.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3389    0.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0533    0.1669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3389    1.4044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7678    0.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0533    1.8169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7678    1.4044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  1  0
  2  4  1  0
  2  6  1  0
  2  9  1  0
  3 16  1  0
  3 17  1  0
  4  5  1  0
  4  8  2  0
  5  7  1  0
  5 10  2  0
  6  7  2  0
  6 14  1  0
  7 15  1  0
  8 11  1  0
  9 12  1  0
 10 13  1  0
 11 13  2  0
 12 16  1  0
 17 18  2  0
 17 19  1  0
 18 20  1  0
 19 21  2  0
 20 22  2  0
 21 22  1  0
M  END

Alternative Forms

1. Alternative Forms:

   

   ALA1623628

   1-(2,3-dimethyl-1H-indol-1-yl)-3-(phenylamino)propan-2-ol oxalate

2. Parent:

   

   ALA1623628

   1-(2,3-Dimethylindolyl)-3-(phenylamino)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: 294.40

Molecular Weight (Monoisotopic): 294.1732

AlogP: 3.73

#Rotatable Bonds: 5

Polar Surface Area: 37.19

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.14

CX LogP: 3.65

CX LogD: 3.65

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.75

Np Likeness Score: -0.95

References

1. Feng X,Liao D,Liu D,Ping A,Li Z,Bian J.  (2020)  Development of Indoleamine 2,3-Dioxygenase 1 Inhibitors for Cancer Therapy and Beyond: A Recent Perspective.,  63  (24.0): [PMID:33215494] [10.1021/acs.jmedchem.0c00925]

Source

Source(1):

• Scientific Literature