4-(4-(3-(2-chloro-4-fluorophenyl)ureido)-1H-pyrazol-1-yl)-N-(oxetan-3-yl)thiophene-2-carboxamide

ID: ALA4754908

PubChem CID: 162654617

Max Phase: Preclinical

Molecular Formula: C18H15ClFN5O3S

Molecular Weight: 435.87

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1cnn(-c2csc(C(=O)NC3COC3)c2)c1)Nc1ccc(F)cc1Cl

Standard InChI:  InChI=1S/C18H15ClFN5O3S/c19-14-3-10(20)1-2-15(14)24-18(27)23-11-5-21-25(6-11)13-4-16(29-9-13)17(26)22-12-7-28-8-12/h1-6,9,12H,7-8H2,(H,22,26)(H2,23,24,27)

Standard InChI Key:  VIWCTPHOGOQOTQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    7.4276  -22.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4264  -23.3335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1345  -23.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8442  -23.3331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8413  -22.5104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1327  -22.1051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5525  -23.7405    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.1343  -24.5597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4265  -24.9681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7189  -24.5593    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4263  -25.7853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0111  -24.9678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655  -24.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7186  -25.2454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1270  -25.9532    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9263  -25.7834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7933  -26.7007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9939  -26.8705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9084  -27.6832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6549  -28.0157    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2017  -27.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006  -28.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2005  -28.9089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4929  -27.6830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4931  -26.8658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0699  -26.2895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4922  -25.7116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9142  -26.2894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1303  -21.2879    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
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  5  6  2  0
  6  1  1  0
  4  7  1  0
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  8  9  1  0
  9 10  1  0
  9 11  2  0
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 15 16  1  0
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 17 18  1  0
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 19 20  1  0
 20 21  1  0
 21 17  2  0
 15 17  1  0
 19 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 25  1  0
  6 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4754908

   ---

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: 435.87

Molecular Weight (Monoisotopic): 435.0568

AlogP: 3.50

#Rotatable Bonds: 5

Polar Surface Area: 97.28

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.59

CX Basic pKa: 0.75

CX LogP: 2.78

CX LogD: 2.78

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.57

Np Likeness Score: -2.50

References

1. Feng Y,Park H,Bauer L,Ryu JC,Yoon SO.  (2021)  Thiophene-Pyrazolourea Derivatives as Potent, Orally Bioavailable, and Isoform-Selective JNK3 Inhibitors.,  12  (1.0): [PMID:33488960] [10.1021/acsmedchemlett.0c00533]

Source

Source(1):

• Scientific Literature