(E)-N'-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methylene)-5-(naphthalen-2-yl)-1H-pyrazole-3-carbohydrazide

ID: ALA4877410

PubChem CID: 164627273

Max Phase: Preclinical

Molecular Formula: C23H18N4O3

Molecular Weight: 398.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(N/N=C/c1ccc2c(c1)OCCO2)c1cc(-c2ccc3ccccc3c2)[nH]n1

Standard InChI:  InChI=1S/C23H18N4O3/c28-23(27-24-14-15-5-8-21-22(11-15)30-10-9-29-21)20-13-19(25-26-20)18-7-6-16-3-1-2-4-17(16)12-18/h1-8,11-14H,9-10H2,(H,25,26)(H,27,28)/b24-14+

Standard InChI Key:  LPLGIDPZKBFFCH-ZVHZXABRSA-N

Molfile:  

 
     RDKit          2D

 30 34  0  0  0  0  0  0  0  0999 V2000
   14.4645   -4.2758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4634   -5.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1714   -5.5043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1696   -3.8669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8783   -4.2722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8790   -5.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5875   -5.4983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2958   -5.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2911   -4.2653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5820   -3.8619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9954   -3.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7440   -4.1778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2871   -3.5672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8741   -2.8619    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0759   -3.0368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1003   -3.6477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4372   -4.3922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5766   -2.9836    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3898   -3.0641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8661   -2.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6793   -2.4806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0140   -3.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8264   -3.3079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3036   -2.6434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9625   -1.8962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1511   -1.8190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1169   -2.7228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4364   -1.2304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2499   -1.3080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5895   -2.0514    0.0000 C   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
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 11  1  0
  9 11  1  0
 13 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 24 27  1  0
 25 28  1  0
 28 29  1  0
 27 30  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877410

   ---

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: 398.42

Molecular Weight (Monoisotopic): 398.1379

AlogP: 3.77

#Rotatable Bonds: 4

Polar Surface Area: 88.60

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.06

CX Basic pKa: 2.04

CX LogP: 3.72

CX LogD: 3.71

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.40

Np Likeness Score: -1.50

References

1. Butler KJ, Castro AA, Dwyer TS, Hardwick LM, Iacino MC, Manore SG, Mays KM, McGlade CA, Hair LN, Parker EW, Smith MR, Turnow MT, Wilson MR, Woodson SR, Cotham WE, Walla MD, Hurlbert JC, Christian Grattan T..  (2021)  Design, synthesis and analysis of novel sphingosine kinase-1 inhibitors to improve oral bioavailability.,  50  [PMID:34418572] [10.1016/j.bmcl.2021.128329]

Source

Source(1):

• Scientific Literature