14-(4-bromophenyl)-7,8,13b,14-tetrahydroindolo[2',3':3,4]pyrido[2,1-b]quinazolin-5(13H)-one

ID: ALA5290442

Max Phase: Preclinical

Molecular Formula: C24H18BrN3O

Molecular Weight: 444.33

Names and Identifiers

Canonical SMILES:  O=C1c2ccccc2N(c2ccc(Br)cc2)C2c3[nH]c4ccccc4c3CCN12

Standard InChI:  InChI=1S/C24H18BrN3O/c25-15-9-11-16(12-10-15)28-21-8-4-2-6-19(21)24(29)27-14-13-18-17-5-1-3-7-20(17)26-22(18)23(27)28/h1-12,23,26H,13-14H2

Standard InChI Key:  PCCRCFLFDWUHKP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -3.2308    1.3107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5162    1.7230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8043    1.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8043    0.4859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5144    0.0741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2308    0.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0196    0.2309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5346    0.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0196    1.5660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6838    2.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1367    2.4061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6217    1.7384    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2860    0.9846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7710    0.3169    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5917    0.4031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9274    1.1569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4424    1.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8550    2.5392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7456    1.2423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2308    0.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985   -0.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0789   -0.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3584   -0.3976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7708   -1.1124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3588   -1.8245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4666   -1.8245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8785   -1.1142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4703   -0.3976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8791   -2.5392    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  4  7  1  0
  8  7  1  0
  9  8  2  0
  3  9  1  0
  9 10  1  0
 11 10  1  0
 12 11  1  0
 13 12  1  0
  8 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 12 17  1  0
 17 18  2  0
 16 19  1  0
 20 19  2  0
 21 20  1  0
 22 21  2  0
 15 22  1  0
 23 14  1  0
 24 23  2  0
 25 24  1  0
 26 25  2  0
 27 26  1  0
 28 27  2  0
 23 28  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5290442

   ---

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: 444.33

Molecular Weight (Monoisotopic): 443.0633

AlogP: 5.78

#Rotatable Bonds: 1

Polar Surface Area: 39.34

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.64

CX LogD: 5.64

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.40

Np Likeness Score: -0.26

References

1. Hao X, Deng J, Zhang H, Liang Z, Lei F, Wang Y, Yang X, Wang Z..  (2021)  Design, synthesis and bioactivity evaluation of novel N-phenyl-substituted evodiamine derivatives as potent anti-tumor agents.,  55  [PMID:34990980] [10.1016/j.bmc.2021.116595]

Source

Source(1):

• Scientific Literature