8-((2-(Dimethylamino)ethyl)methylamino)-9-ethyl-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile

ID: ALA3746452

PubChem CID: 127038286

Max Phase: Preclinical

Molecular Formula: C26H30N4O

Molecular Weight: 414.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1cc2c(cc1N(C)CCN(C)C)C(C)(C)c1[nH]c3cc(C#N)ccc3c1C2=O

Standard InChI:  InChI=1S/C26H30N4O/c1-7-17-13-19-20(14-22(17)30(6)11-10-29(4)5)26(2,3)25-23(24(19)31)18-9-8-16(15-27)12-21(18)28-25/h8-9,12-14,28H,7,10-11H2,1-6H3

Standard InChI Key:  YHTBSIJWBFUQQQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
    0.0000   -0.3300    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2600    0.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5200   -0.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8000    0.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8000    1.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5200    2.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2600    1.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2800    1.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5200    2.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7800    1.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7800    0.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5200   -0.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2800    0.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0500    2.5700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3600    1.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3600    0.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0500   -0.3600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5159    3.8000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5712   -0.9087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4649   -0.9017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6520    2.6236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6406    3.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0802   -0.3506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1194   -0.9505    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6665   -0.3389    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6812   -1.8396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9878   -2.5781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0024   -4.0789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0471   -4.6694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7001    0.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9689   -4.6887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  2  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  8 13  2  0
  1 13  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
  4 17  2  0
  5 14  2  0
  6 18  2  0
  3 19  1  0
  3 20  1  0
 21 22  1  0
 15 21  1  0
 23 24  3  0
 11 23  1  0
 16 25  1  0
 25 26  1  0
 25 30  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3746452

   ---

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: 414.55

Molecular Weight (Monoisotopic): 414.2420

AlogP: 4.47

#Rotatable Bonds: 5

Polar Surface Area: 63.13

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.18

CX Basic pKa: 8.16

CX LogP: 5.10

CX LogD: 4.27

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.67

Np Likeness Score: -0.08

References

1. Hatcher JM, Bahcall M, Choi HG, Gao Y, Sim T, George R, Jänne PA, Gray NS..  (2015)  Discovery of Inhibitors That Overcome the G1202R Anaplastic Lymphoma Kinase Resistance Mutation.,  58  (23): [PMID:26568289] [10.1021/acs.jmedchem.5b01136]

Source

Source(1):

• Scientific Literature