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

ID: ALA4077718

PubChem CID: 137651221

Max Phase: Preclinical

Molecular Formula: C20H18N4O4

Molecular Weight: 378.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C(=O)N/N=C/c1ccco1)N1C(=O)c2ccccc2NC1c1ccco1

Standard InChI:  InChI=1S/C20H18N4O4/c1-13(19(25)23-21-12-14-6-4-10-27-14)24-18(17-9-5-11-28-17)22-16-8-3-2-7-15(16)20(24)26/h2-13,18,22H,1H3,(H,23,25)/b21-12+

Standard InChI Key:  FZWBZYXKXOXVKU-CIAFOILYSA-N

Molfile:  

     RDKit          2D

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    8.2560   -4.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9641   -4.6334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9623   -2.9961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6709   -3.4013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6697   -4.2220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3759   -4.6310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0878   -4.2240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0890   -3.4033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3783   -2.9897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3737   -5.4482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7977   -2.9964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7944   -4.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7921   -5.4517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4987   -5.8623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0833   -5.8583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4964   -6.6795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2029   -7.0901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2007   -7.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5032   -4.2279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5395   -3.3338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0878   -2.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6808   -2.0190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8812   -2.1871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5422   -8.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7925   -9.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6098   -9.1679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8643   -8.3914    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
 14 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 13 20  1  0
 12 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 12  1  0
 19 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4077718

   ---

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: 378.39

Molecular Weight (Monoisotopic): 378.1328

AlogP: 2.98

#Rotatable Bonds: 5

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: 11.23

CX Basic pKa: ┄

CX LogP: 2.77

CX LogD: 2.77

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.53

Np Likeness Score: -1.25

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