N-(4-((4-Methylpiperazin-1-yl)methyl)phenyl)-4-(thieno-[3,2-d]pyrimidin-4-ylamino)-1H-pyrazole-3-carboxamide

ID: ALA4061686

PubChem CID: 72195318

Max Phase: Preclinical

Molecular Formula: C22H24N8OS

Molecular Weight: 448.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(Cc2ccc(NC(=O)c3n[nH]cc3Nc3ncnc4ccsc34)cc2)CC1

Standard InChI:  InChI=1S/C22H24N8OS/c1-29-7-9-30(10-8-29)13-15-2-4-16(5-3-15)26-22(31)19-18(12-25-28-19)27-21-20-17(6-11-32-20)23-14-24-21/h2-6,11-12,14H,7-10,13H2,1H3,(H,25,28)(H,26,31)(H,23,24,27)

Standard InChI Key:  NPLHHQHEODJUBY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   25.9247  -11.5214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6286  -11.9304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   28.7537  -11.5187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4620  -11.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.7987  -11.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5103  -11.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   31.7651  -11.0812    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.5411  -10.8275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7056  -10.0270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3865  -11.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3129   -9.7374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0943   -9.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0897   -8.6581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3054   -8.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8270   -9.0748    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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 31 32  1  0
 32 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4061686

   N-[4-[(4-methylpiperazin-1-yl)methyl]phenyl]-4-(thieno[3,2-d]pyrimidin-4-ylamino)-1H-pyrazole-5-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: 448.56

Molecular Weight (Monoisotopic): 448.1794

AlogP: 3.16

#Rotatable Bonds: 6

Polar Surface Area: 102.07

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.54

CX Basic pKa: 7.93

CX LogP: 4.22

CX LogD: 3.57

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.42

Np Likeness Score: -2.14

References

1. Wang Y, Zhi Y, Jin Q, Lu S, Lin G, Yuan H, Yang T, Wang Z, Yao C, Ling J, Guo H, Li T, Jin J, Li B, Zhang L, Chen Y, Lu T..  (2018)  Discovery of 4-((7H-Pyrrolo[2,3-d]pyrimidin-4-yl)amino)-N-(4-((4-methylpiperazin-1-yl)methyl)phenyl)-1H-pyrazole-3-carboxamide (FN-1501), an FLT3- and CDK-Kinase Inhibitor with Potentially High Efficiency against Acute Myelocytic Leukemia.,  61  (4): [PMID:29357250] [10.1021/acs.jmedchem.7b01261]

Source

Source(1):

• Scientific Literature