1-(2-methyl-1,2,3,4-tetrahydro-5H-pyrido[4,3-b]indol-5-yl)-3-(1,2,3,4-tetrahydro-9H-carbazol-9-yl)propan-2-ol hydrochloride

ID: ALA5277140

Max Phase: Preclinical

Molecular Formula: C27H32ClN3O

Molecular Weight: 413.57

Names and Identifiers

Canonical SMILES:  CN1CCc2c(c3ccccc3n2CC(O)Cn2c3c(c4ccccc42)CCCC3)C1.Cl

Standard InChI:  InChI=1S/C27H31N3O.ClH/c1-28-15-14-27-23(18-28)22-10-4-7-13-26(22)30(27)17-19(31)16-29-24-11-5-2-8-20(24)21-9-3-6-12-25(21)29;/h2,4-5,7-8,10-11,13,19,31H,3,6,9,12,14-18H2,1H3;1H

Standard InChI Key:  KPUCHIIJICYRBC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
    3.1070   -1.4955    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.1707   -2.0783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8700   -2.5160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6001   -2.1231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6244   -1.2979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9239   -0.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1968   -1.2573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5999   -0.6869    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9580    0.0570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7763   -0.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2794    0.5979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9661    1.3622    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1523    1.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6437    0.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5501    1.9461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8023   -0.9005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2184   -0.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5790   -0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4322    0.4807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1630    0.0534    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0339    0.8685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7693    1.2433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3529    0.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9781   -0.0755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3439    1.3171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3869    2.1415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1178    2.5160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8124    2.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1746    0.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6244    0.0099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2532   -0.7225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4297   -0.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0
  4  3  1  0
  5  4  2  0
  6  5  1  0
  7  6  2  0
  2  7  1  0
  7  8  1  0
  9  8  1  0
 10  9  2  0
  6 10  1  0
 10 11  1  0
 12 11  1  0
 13 12  1  0
 14 13  1  0
  9 14  1  0
 12 15  1  0
  8 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 18 20  1  0
 21 20  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 20  1  0
 21 25  1  0
 26 25  2  0
 27 26  1  0
 28 27  2  0
 22 28  1  0
 23 29  1  0
 30 29  1  0
 31 30  1  0
 32 31  1  0
 24 32  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 413.57

Molecular Weight (Monoisotopic): 413.2467

AlogP: 4.52

#Rotatable Bonds: 4

Polar Surface Area: 33.33

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.15

CX LogP: 4.68

CX LogD: 4.48

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.53

Np Likeness Score: -0.43

References

1. Dai J, Dan W, Zhang Y, Wang J..  (2018)  Recent developments on synthesis and biological activities of γ-carboline.,  157  [PMID:30103193] [10.1016/j.ejmech.2018.08.015]

Source

Source(1):

• Scientific Literature