N'-benzylidene-3-(1,2-dihydro-4-oxo-2-phenylquinazolin-3(4H)-yl)propane hydrazide

ID: ALA4093417

PubChem CID: 137654712

Max Phase: Preclinical

Molecular Formula: C24H22N4O2

Molecular Weight: 398.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCN1C(=O)c2ccccc2NC1c1ccccc1)N/N=C/c1ccccc1

Standard InChI:  InChI=1S/C24H22N4O2/c29-22(27-25-17-18-9-3-1-4-10-18)15-16-28-23(19-11-5-2-6-12-19)26-21-14-8-7-13-20(21)24(28)30/h1-14,17,23,26H,15-16H2,(H,27,29)/b25-17+

Standard InChI Key:  DZAUXYHZNRVZEC-KOEQRZSOSA-N

Molfile:  

     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
    2.4378   -3.3760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4366   -4.1956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1447   -4.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1429   -2.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8515   -3.3724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8503   -4.1931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5565   -4.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2684   -4.1951    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2696   -3.3744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5589   -2.9608    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5543   -5.4193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9783   -2.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9750   -4.6056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9727   -5.4228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6834   -3.3825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3916   -2.9763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3941   -2.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6824   -1.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9771   -2.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6793   -5.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6770   -6.6506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3881   -5.4268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0947   -5.8374    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0924   -6.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7990   -7.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7942   -7.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5000   -8.2904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2098   -7.8838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2094   -7.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5031   -6.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  7 11  2  0
  9 12  1  0
  8 13  1  0
 13 14  1  0
 12 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 12  1  0
 14 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4093417

   ---

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: 398.47

Molecular Weight (Monoisotopic): 398.1743

AlogP: 3.79

#Rotatable Bonds: 6

Polar Surface Area: 73.80

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.75

CX Basic pKa: 1.96

CX LogP: 4.32

CX LogD: 4.32

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.49

Np Likeness Score: -1.36

References

1. Khattab SN, Haiba NS, Asal AM, Bekhit AA, Guemei AA, Amer A, El-Faham A..  (2017)  Study of antileishmanial activity of 2-aminobenzoyl amino acid hydrazides and their quinazoline derivatives.,  27  (4): [PMID:28087274] [10.1016/j.bmcl.2017.01.003]

Source

Source(1):

• Scientific Literature