(4E,4aZ,11Z)-4-(3,4,5-trimethoxybenzylidene)-11-(3,4,5-trimethoxyphenyl)-2,3,4,10-tetrahydro-1H-dibenzo[b,e][1,4]diazepine

ID: ALA3115736

Max Phase: Preclinical

Molecular Formula: C32H34N2O6

Molecular Weight: 542.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C2\CCCC3=C(c4cc(OC)c(OC)c(OC)c4)Nc4ccccc4N=C32)cc(OC)c1OC

Standard InChI:  InChI=1S/C32H34N2O6/c1-35-25-15-19(16-26(36-2)31(25)39-5)14-20-10-9-11-22-29(20)33-23-12-7-8-13-24(23)34-30(22)21-17-27(37-3)32(40-6)28(18-21)38-4/h7-8,12-18,34H,9-11H2,1-6H3/b20-14+

Standard InChI Key:  DNGNARSWEPVRTM-XSFVSMFZSA-N

Molfile:  

     RDKit          2D

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   12.2943  -31.7443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.2955  -29.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7716  -30.0905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 21 29  1  0
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 35 36  2  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3115736

   ---

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: 542.63

Molecular Weight (Monoisotopic): 542.2417

AlogP: 6.92

#Rotatable Bonds: 8

Polar Surface Area: 79.77

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 8.22

CX LogP: 5.52

CX LogD: 4.67

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.33

Np Likeness Score: 0.08

References

1. El-Subbagh HI, Hassan GS, El-Messery SM, Al-Rashood ST, Al-Omary FA, Abulfadl YS, Shabayek MI..  (2014)  Nonclassical antifolates, part 5. Benzodiazepine analogs as a new class of DHFR inhibitors: synthesis, antitumor testing and molecular modeling study.,  74  [PMID:24469112] [10.1016/j.ejmech.2014.01.004]

Source

Source(1):

• Scientific Literature