2-(2-Chlorophenyl)-10-(4-methoxybenzyl)-2,3,8,9,10,11-hexahydro-1H-pyrazolo[4',3':3,4]pyrido[1,2-a][1,4]diazepine-1,5(7H)-dione hydrochloride

ID: ALA1927154

PubChem CID: 57399292

Max Phase: Preclinical

Molecular Formula: C24H24Cl2N4O3

Molecular Weight: 450.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CN2CCCn3c(c4c(=O)n(-c5ccccc5Cl)[nH]c4cc3=O)C2)cc1.Cl

Standard InChI:  InChI=1S/C24H23ClN4O3.ClH/c1-32-17-9-7-16(8-10-17)14-27-11-4-12-28-21(15-27)23-19(13-22(28)30)26-29(24(23)31)20-6-3-2-5-18(20)25;/h2-3,5-10,13,26H,4,11-12,14-15H2,1H3;1H

Standard InChI Key:  ZMQLESHDQPJCFC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
    9.5375  -24.1875    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7256  -23.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3357  -24.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7746  -25.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6034  -24.9832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9912  -24.2464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5501  -23.5479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0433  -25.6837    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.8178  -24.2139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3275  -24.8659    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2748  -23.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0709  -23.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1005  -24.5807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8281  -24.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5308  -24.5296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4358  -22.6081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9269  -21.9587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1459  -21.9626    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2347  -23.3881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5025  -23.7035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7688  -23.3113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6321  -22.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9880  -22.7527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2606  -24.9187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7508  -21.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368  -20.6095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9173  -20.6068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3034  -19.9285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9081  -19.2536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1229  -19.2614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7404  -19.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2937  -18.5731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0757  -18.5668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  8  1  0
  4  5  2  0
  6  9  1  0
  9 10  1  0
  5  6  1  0
 10 13  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 20 21  1  0
 21 22  1  0
 22 18  1  0
 19 20  1  0
 12 11  1  0
 11 23  2  0
 11  9  1  0
 15 24  2  0
 12 13  1  0
 18 25  1  0
  3  4  1  0
 25 26  1  0
  6  7  2  0
 26 27  2  0
  7  2  1  0
 27 28  1  0
  2  3  2  0
 28 29  2  0
 12 21  2  0
 29 30  1  0
 13 14  2  0
 30 31  2  0
 31 26  1  0
 14 15  1  0
 29 32  1  0
 15 20  1  0
 32 33  1  0
M  END

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: 450.93

Molecular Weight (Monoisotopic): 450.1459

AlogP: 3.55

#Rotatable Bonds: 4

Polar Surface Area: 72.26

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.44

CX Basic pKa: 7.33

CX LogP: 0.71

CX LogD: 0.90

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.52

Np Likeness Score: -1.15

References

1. Gaggini F, Laleu B, Orchard M, Fioraso-Cartier L, Cagnon L, Houngninou-Molango S, Gradia A, Duboux G, Merlot C, Heitz F, Szyndralewiez C, Page P..  (2011)  Design, synthesis and biological activity of original pyrazolo-pyrido-diazepine, -pyrazine and -oxazine dione derivatives as novel dual Nox4/Nox1 inhibitors.,  19  (23): [PMID:22041175] [10.1016/j.bmc.2011.10.016]

Source

Source(1):

• Scientific Literature