3,6-dichloro-N'-(3,4,5-trimethoxybenzoyl)benzo[b]thiophene-2-carbohydrazide

ID: ALA4537754

PubChem CID: 26586669

Max Phase: Preclinical

Molecular Formula: C19H16Cl2N2O5S

Molecular Weight: 455.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(C(=O)NNC(=O)c2sc3cc(Cl)ccc3c2Cl)cc(OC)c1OC

Standard InChI:  InChI=1S/C19H16Cl2N2O5S/c1-26-12-6-9(7-13(27-2)16(12)28-3)18(24)22-23-19(25)17-15(21)11-5-4-10(20)8-14(11)29-17/h4-8H,1-3H3,(H,22,24)(H,23,25)

Standard InChI Key:  RUCVGOBRCRWBRC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   20.7161   -4.2864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4242   -4.6953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4224   -3.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1310   -3.4632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1313   -4.2819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9099   -4.5346    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.3909   -3.8721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9095   -3.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1617   -2.4328    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.0081   -4.6944    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   24.2081   -3.8718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6170   -4.5794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6165   -3.1640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4337   -3.1637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8420   -2.4558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6592   -2.4555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4331   -1.7483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0630   -3.1627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8794   -3.1627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2886   -2.4543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8753   -1.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0603   -1.7479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2879   -3.8705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8792   -4.5781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1058   -2.4530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5156   -3.1600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2812   -1.0351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.0984   -1.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  8 12  1  0
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 17 19  2  0
 19 20  1  0
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 23 17  1  0
 20 24  1  0
 24 25  1  0
 21 26  1  0
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 22 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4537754

   3,6-dichloro-N'-(3,4,5-trimethoxybenzoyl)-1-benzothiophene-2-carbohydrazide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 455.32

Molecular Weight (Monoisotopic): 454.0157

AlogP: 4.31

#Rotatable Bonds: 5

Polar Surface Area: 85.89

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.83

CX Basic pKa: ┄

CX LogP: 3.83

CX LogD: 3.31

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.56

Np Likeness Score: -1.36

References

1. Heng H, Zhi Y, Yuan H, Wang Z, Li H, Wang S, Tian J, Liu H, Chen Y, Lu T, Ran T, Lu S..  (2019)  Discovery of a highly selective FLT3 inhibitor with specific proliferation inhibition against AML cells harboring FLT3-ITD mutation.,  163  [PMID:30508668] [10.1016/j.ejmech.2018.11.063]

Source

Source(1):

• Scientific Literature