3-((5-methyl-4-((1-methyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)pyrimidin-2yl)amino)benzenesulfonamide

ID: ALA5190167

PubChem CID: 168283981

Max Phase: Preclinical

Molecular Formula: C19H19N7O3S

Molecular Weight: 425.47

Names and Identifiers

Canonical SMILES:  Cc1cnc(Nc2cccc(S(N)(=O)=O)c2)nc1Nc1ccc2c(c1)[nH]c(=O)n2C

Standard InChI:  InChI=1S/C19H19N7O3S/c1-11-10-21-18(23-12-4-3-5-14(8-12)30(20,28)29)25-17(11)22-13-6-7-16-15(9-13)24-19(27)26(16)2/h3-10H,1-2H3,(H,24,27)(H2,20,28,29)(H2,21,22,23,25)

Standard InChI Key:  QDAXQTQPRWMNIJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -4.5109    0.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0401   -0.6223    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2359   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2359    0.4530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0189    0.6989    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2324    1.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5257    0.8648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8093    0.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8093   -0.3718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5238   -0.7841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3801   -0.3718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3372   -0.7861    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0488   -0.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7633   -0.7822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4777   -0.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1953   -0.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9070   -0.3675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6215   -0.7801    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2082   -1.4958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0332   -1.4958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3359   -0.3675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9070    0.4533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1907    0.8659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4777    0.4554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0488    0.4512    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3325    0.8638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3801    0.4532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0945    0.8657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  1  0
  5  4  2  0
  5  6  1  0
  6  2  1  0
  6  7  1  0
  8  5  1  0
  9  8  2  0
 10  9  1  0
 11 10  2  0
  4 11  1  0
 10 12  1  0
 12 13  1  0
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 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  2  0
 20 23  1  0
 19 24  1  0
 24 25  2  0
 25 26  1  0
 26 17  2  0
 15 27  1  0
 27 28  2  0
 28 29  1  0
 29 13  2  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5190167

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 425.47

Molecular Weight (Monoisotopic): 425.1270

AlogP: 2.10

#Rotatable Bonds: 5

Polar Surface Area: 147.79

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.24

CX Basic pKa: 4.25

CX LogP: 2.54

CX LogD: 2.54

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.38

Np Likeness Score: -1.68

References

1. Chen Y, Li H, Yen R, Heckrodt TJ, McMurtrie D, Singh R, Taylor V, Masuda ES, Park G, Payan DG..  (2022)  Optimization of Pyrimidine Compounds as Potent JAK1 Inhibitors and the Discovery of R507 as a Clinical Candidate.,  13  (11.0): [PMID:36385926] [10.1021/acsmedchemlett.2c00411]

Source

Source(1):

• Scientific Literature