4-(7-methoxy-1-methyl-9H-pyrido[3,4-b]indol-9-yl)-N,N-dimethylbutan-1-amine

ID: ALA2012573

PubChem CID: 54575718

Max Phase: Preclinical

Molecular Formula: C19H25N3O

Molecular Weight: 311.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c3ccnc(C)c3n(CCCCN(C)C)c2c1

Standard InChI:  InChI=1S/C19H25N3O/c1-14-19-17(9-10-20-14)16-8-7-15(23-4)13-18(16)22(19)12-6-5-11-21(2)3/h7-10,13H,5-6,11-12H2,1-4H3

Standard InChI Key:  VHNUNRTXGXLCOB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   -3.0910    1.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0922    0.4974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3778    0.0847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3796    1.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6647    1.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6644    0.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8745    0.2408    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8750    1.5846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896    0.9117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4338    0.9962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7730    1.7531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2826    2.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5391    2.3383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9168    0.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8065    0.0856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5154    0.4985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6188   -0.5429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1696   -1.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9138   -1.9401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4646   -2.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2088   -3.3372    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4021   -3.5075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7596   -3.9506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  2  0
 11 12  1  0
  2  3  1  0
 12 13  2  0
 13  8  1  0
  3  6  2  0
 10 14  1  0
  6  7  1  0
  2 15  1  0
  7  9  1  0
 15 16  1  0
  8  5  1  0
  7 17  1  0
  1  2  2  0
 17 18  1  0
  5  4  2  0
 18 19  1  0
  8  9  2  0
 19 20  1  0
  4  1  1  0
 20 21  1  0
  9 10  1  0
 21 22  1  0
  5  6  1  0
 21 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2012573

   4-(7-methoxy-1-methylpyrido[3,4-b]indol-9-yl)-N,N-dimethylbutan-1-amine

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: 311.43

Molecular Weight (Monoisotopic): 311.1998

AlogP: 3.85

#Rotatable Bonds: 6

Polar Surface Area: 30.29

Molecular Species: BASE

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.79

CX LogP: 2.67

CX LogD: 0.29

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.65

Np Likeness Score: -0.43

References

1. Cuny GD, Ulyanova NP, Patnaik D, Liu JF, Lin X, Auerbach K, Ray SS, Xian J, Glicksman MA, Stein RL, Higgins JM..  (2012)  Structure-activity relationship study of beta-carboline derivatives as haspin kinase inhibitors.,  22  (5): [PMID:22335895] [10.1016/j.bmcl.2012.01.028]

Source

Source(1):

• Scientific Literature