7'-chloro-5H-spiro[benzo[h]tetrazolo[5,1-b]quinazoline-7,3'-indoline]-2',5,6(9H)-trione

ID: ALA4537501

PubChem CID: 155548535

Max Phase: Preclinical

Molecular Formula: C19H9ClN6O3

Molecular Weight: 404.77

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1C(=O)c2ccccc2C2=C1C1(C(=O)Nc3c(Cl)cccc31)N1NN=NC1=N2

Standard InChI:  InChI=1S/C19H9ClN6O3/c20-11-7-3-6-10-14(11)21-17(29)19(10)12-13(22-18-23-24-25-26(18)19)8-4-1-2-5-9(8)15(27)16(12)28/h1-7H,(H,21,29)(H,22,23,25)

Standard InChI Key:  SXDQVKBWJPRFDC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 34  0  0  0  0  0  0  0  0999 V2000
    5.6086  -19.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5903  -18.1552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7792  -18.2396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0581  -17.7966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0569  -18.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7650  -19.0251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7632  -17.3877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4718  -17.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4706  -18.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8977  -17.7950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1831  -17.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8965  -18.6202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1775  -19.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1696  -19.8476    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5983  -19.8628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8801  -20.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0439  -21.0770    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8635  -21.1710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2060  -20.4206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9211  -18.9007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3159  -19.4412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4820  -20.2336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2528  -20.4866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8577  -19.9411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6885  -19.1507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1831  -16.5619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8908  -16.9753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2331  -17.6317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2956  -18.6037    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1 21  1  0
 20  2  1  0
  2  3  1  0
  3  1  1  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  8 11  1  0
  9 13  1  0
 12 10  1  0
 10 11  1  0
 12 13  2  0
 12  1  1  0
 13 14  1  0
 14 16  2  0
 15  1  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 15  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 11 26  2  0
 10 27  2  0
  3 28  2  0
 25 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4537501

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 404.77

Molecular Weight (Monoisotopic): 404.0425

AlogP: 2.22

#Rotatable Bonds: ┄

Polar Surface Area: 115.59

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.35

CX Basic pKa: ┄

CX LogP: 2.51

CX LogD: 2.51

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.65

Np Likeness Score: -0.35

References

1. da Silva Júnior EN, Jardim GAM, Jacob C, Dhawa U, Ackermann L, de Castro SL..  (2019)  Synthesis of quinones with highlighted biological applications: A critical update on the strategies towards bioactive compounds with emphasis on lapachones.,  179  [PMID:31306817] [10.1016/j.ejmech.2019.06.056]

Source

Source(1):

• Scientific Literature