3-(4-Bromothiophen-2-yl)-N-(4-(4-methylpiperazin-1-yl)phenyl)-1H-pyrazol-5-amine

ID: ALA4513662

PubChem CID: 155539077

Max Phase: Preclinical

Molecular Formula: C18H20BrN5S

Molecular Weight: 418.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCN(c2ccc(Nc3cc(-c4cc(Br)cs4)n[nH]3)cc2)CC1

Standard InChI:  InChI=1S/C18H20BrN5S/c1-23-6-8-24(9-7-23)15-4-2-14(3-5-15)20-18-11-16(21-22-18)17-10-13(19)12-25-17/h2-5,10-12H,6-9H2,1H3,(H2,20,21,22)

Standard InChI Key:  LKTRHROOZVJBRH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   17.6631  -26.2326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6620  -27.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3700  -27.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0797  -27.0517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0769  -26.2290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3682  -25.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7805  -25.8179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4896  -26.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1937  -25.8182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1948  -25.0006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4857  -24.5925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7755  -25.0020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9539  -27.4602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2466  -27.0510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1607  -26.2404    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3615  -26.0699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9523  -26.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4987  -27.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1406  -26.8668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5942  -26.2592    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.8474  -26.5910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9323  -27.4038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7315  -27.5742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9025  -24.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3247  -27.9503    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  7 12  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  5  7  1  0
  2 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 14  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 19  2  0
 17 19  1  0
 10 24  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4513662

   ---

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: 418.36

Molecular Weight (Monoisotopic): 417.0623

AlogP: 4.40

#Rotatable Bonds: 4

Polar Surface Area: 47.19

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.86

CX Basic pKa: 7.98

CX LogP: 4.34

CX LogD: 3.66

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.66

Np Likeness Score: -2.00

References

1. Heng H, Wang Z, Li H, Huang Y, Lan Q, Guo X, Zhang L, Zhi Y, Cai J, Qin T, Xiang L, Wang S, Chen Y, Lu T, Lu S..  (2019)  Combining structure- and property-based optimization to identify selective FLT3-ITD inhibitors with good antitumor efficacy in AML cell inoculated mouse xenograft model.,  176  [PMID:31103903] [10.1016/j.ejmech.2019.05.021]

Source

Source(1):

• Scientific Literature