4-(2-(Furan-2-yl)-1,2-dihydro-4-oxoquinazolin-3(4H)-yl)-N'-((furan-2-yl)methylene)butanehydrazide

ID: ALA4065811

PubChem CID: 137633169

Max Phase: Preclinical

Molecular Formula: C21H20N4O4

Molecular Weight: 392.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCCN1C(=O)c2ccccc2NC1c1ccco1)N/N=C/c1ccco1

Standard InChI:  InChI=1S/C21H20N4O4/c26-19(24-22-14-15-6-4-12-28-15)10-3-11-25-20(18-9-5-13-29-18)23-17-8-2-1-7-16(17)21(25)27/h1-2,4-9,12-14,20,23H,3,10-11H2,(H,24,26)/b22-14+

Standard InChI Key:  ARVRBMRIDIWTLJ-HYARGMPZSA-N

Molfile:  

     RDKit          2D

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    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
    6.6793   -5.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3881   -5.4268    0.0000 C   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
    7.3904   -4.6096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0924   -6.6545    0.0000 N   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
    8.7967   -7.8823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7242   -3.3067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2725   -2.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8656   -1.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0659   -2.1601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1379   -8.3628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3882   -9.1407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2055   -9.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4600   -8.3665    0.0000 O   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
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 12 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 12  1  0
 21 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4065811

   ---

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: 392.42

Molecular Weight (Monoisotopic): 392.1485

AlogP: 3.37

#Rotatable Bonds: 7

Polar Surface Area: 100.08

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.33

CX Basic pKa: ┄

CX LogP: 2.73

CX LogD: 2.73

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.47

Np Likeness Score: -1.49

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