(1E,2Z,3E)-1-(Piperidin-1-yl)-1-[(4-bromophenyl)hydrazono]-2-[(3-methylbenzofuran-2-oyl)hydrazono]-4-(4-chlorophenyl)but-3-ene

ID: ALA1080587

PubChem CID: 44613830

Max Phase: Preclinical

Molecular Formula: C31H29BrClN5O2

Molecular Weight: 618.96

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(C(=O)N/N=C(/C=C/c2ccc(Cl)cc2)C(=N/Nc2ccc(Br)cc2)\N2CCCCC2)oc2ccccc12

Standard InChI:  InChI=1S/C31H29BrClN5O2/c1-21-26-7-3-4-8-28(26)40-29(21)31(39)37-35-27(18-11-22-9-14-24(33)15-10-22)30(38-19-5-2-6-20-38)36-34-25-16-12-23(32)13-17-25/h3-4,7-18,34H,2,5-6,19-20H2,1H3,(H,37,39)/b18-11+,35-27-,36-30+

Standard InChI Key:  ALASNHUDQJIOKB-VJWQLFLASA-N

Molfile:  

     RDKit          2D

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    7.3272  -19.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7433  -19.9385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5611  -18.5020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9796  -19.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5679  -19.9338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1273  -20.5484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8848  -20.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6014  -20.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6059  -21.4400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3137  -20.1987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0303  -20.6074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7436  -20.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4581  -20.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7436  -19.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1726  -20.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8871  -20.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4581  -18.9542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1726  -19.3667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0292  -18.9542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8871  -18.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0357  -18.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3253  -17.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6084  -18.1248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6065  -18.9508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3214  -19.3677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8847  -21.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5983  -21.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3138  -21.4301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3112  -20.6008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5969  -20.1922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6013  -19.3692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3153  -18.9574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3157  -18.1315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5962  -17.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8852  -18.1334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0296  -17.7181    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   17.0288  -21.8417    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.7934  -19.3804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0069  -18.5835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  7  8  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA1080587

   N-[(Z)-[(E,1E)-1-[(4-bromophenyl)hydrazinylidene]-4-(4-chlorophenyl)-1-piperidin-1-ylbut-3-en-2-ylidene]amino]-3-methyl-1-benzofuran-2-carboxamide

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: 618.96

Molecular Weight (Monoisotopic): 617.1193

AlogP: 7.87

#Rotatable Bonds: 7

Polar Surface Area: 82.23

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.49

CX Basic pKa: 5.12

CX LogP: 8.42

CX LogD: 8.42

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.13

Np Likeness Score: -0.96

References

1. Abdel-Aziz HA, Mekawey AA..  (2009)  Stereoselective synthesis and antimicrobial activity of benzofuran-based (1E)-1-(piperidin-1-yl)-N2-arylamidrazones.,  44  (12): [PMID:19782439] [10.1016/j.ejmech.2009.09.002]

Source

Source(1):

• Scientific Literature