N-({[1,1'-biphenyl]-4-yl}methyl)-3-(4-chlorophenyl)-4-oxo-3,4-dihydrophthalazine-1-carboxamide

ID: ALA5193089

PubChem CID: 168288771

Max Phase: Preclinical

Molecular Formula: C28H20ClN3O2

Molecular Weight: 465.94

Names and Identifiers

Canonical SMILES:  O=C(NCc1ccc(-c2ccccc2)cc1)c1nn(-c2ccc(Cl)cc2)c(=O)c2ccccc12

Standard InChI:  InChI=1S/C28H20ClN3O2/c29-22-14-16-23(17-15-22)32-28(34)25-9-5-4-8-24(25)26(31-32)27(33)30-18-19-10-12-21(13-11-19)20-6-2-1-3-7-20/h1-17H,18H2,(H,30,33)

Standard InChI Key:  NMQBNZUYFOPIAV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 38  0  0  0  0  0  0  0  0999 V2000
   -3.5728   -1.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8582   -1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1462   -1.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1462   -2.2682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8563   -2.6801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5728   -2.2720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4316   -1.0304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7170   -1.4431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7170   -2.2682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4316   -2.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4316   -3.5060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0023   -2.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7124   -2.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4245   -2.6805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4245   -3.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142   -3.9179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0023   -3.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1391   -3.9185    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4316   -0.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1462    0.2072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7170    0.2072    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7170    1.0324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0006    1.4467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0009    2.2720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7138    2.6827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286    2.2700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4302    1.4489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7184    1.0324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1432    2.6826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.5078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8563    3.9185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5712    3.5058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5728    2.6847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8610    2.2682    0.0000 C   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
  1  6  1  0
  6  5  2  0
  3  7  1  0
  8  7  2  0
  9  8  1  0
 10  9  1  0
  4 10  1  0
 10 11  2  0
  9 12  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
 12 17  1  0
 15 18  1  0
  7 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  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
 29 26  1  0
 30 29  2  0
 31 30  1  0
 32 31  2  0
 33 32  1  0
 29 34  1  0
 34 33  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5193089

   ---

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: 465.94

Molecular Weight (Monoisotopic): 465.1244

AlogP: 5.64

#Rotatable Bonds: 5

Polar Surface Area: 63.99

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.06

CX Basic pKa: ┄

CX LogP: 6.07

CX LogD: 6.07

Aromatic Rings: 5

Heavy Atoms: 34

QED Weighted: 0.37

Np Likeness Score: -1.50

References

1. Shi W, Zhang P, Zou F, Zhou J, Yin Z, Cai Z, Ghaleb H, Jiang Y, Huang W, Liu Y, Qiu Q, Qian H..  (2022)  Exploration of novel phthalazinone derivatives as potential efflux transporter inhibitors for reversing multidrug resistance and improving the oral absorption of paclitaxel.,  233  [PMID:35247755] [10.1016/j.ejmech.2022.114231]

Source

Source(1):

• Scientific Literature