2-(5-(cyclopropylmethyl)-3-(4-fluoro-3-(pyrrolidine-1-carbonyl)phenyl)-4-(3-fluoro-4-sulfamoylbenzyl)-1H-pyrazol-1-yl)thiazole-4-carboxylic acid

ID: ALA4853004

PubChem CID: 121457660

Max Phase: Preclinical

Molecular Formula: C29H27F2N5O5S2

Molecular Weight: 627.70

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)c1ccc(Cc2c(-c3ccc(F)c(C(=O)N4CCCC4)c3)nn(-c3nc(C(=O)O)cs3)c2CC2CC2)cc1F

Standard InChI:  InChI=1S/C29H27F2N5O5S2/c30-21-7-6-18(14-19(21)27(37)35-9-1-2-10-35)26-20(11-17-5-8-25(22(31)12-17)43(32,40)41)24(13-16-3-4-16)36(34-26)29-33-23(15-42-29)28(38)39/h5-8,12,14-16H,1-4,9-11,13H2,(H,38,39)(H2,32,40,41)

Standard InChI Key:  DRKIXPJVJMUXDS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 43 48  0  0  0  0  0  0  0  0999 V2000
   44.4007  -24.0783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.9827  -24.6602    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   45.1957  -23.8652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.4289  -28.3086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4278  -29.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1358  -29.5371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8455  -29.1277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8426  -28.3050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1340  -27.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1284  -27.0853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7881  -26.6030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5332  -25.8266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7160  -25.8290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.4659  -26.6070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.5660  -26.8532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1717  -26.3046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9479  -26.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5532  -26.0101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3812  -25.2104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5984  -24.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9964  -25.5109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2373  -25.1674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4874  -24.3895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.8248  -23.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1651  -24.3936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4202  -25.1699    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   39.8223  -23.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5288  -22.6832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.1134  -22.6876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.7644  -24.9101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.0116  -25.1640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6770  -24.4185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7630  -23.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0174  -23.9361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5538  -29.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2609  -29.1255    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.5551  -30.3524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.1356  -30.3543    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   45.3310  -26.2607    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   44.0061  -29.4514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5520  -28.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1423  -28.1361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3433  -28.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 10  2  0
  9 10  1  0
 11 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 22  1  0
 13 22  1  0
 24 27  1  0
 27 28  1  0
 27 29  2  0
 19  2  1  0
  2 30  1  0
 12 31  1  0
 31 32  1  0
 33 32  1  0
 34 33  1  0
 32 34  1  0
  7 35  1  0
 35 36  1  0
 35 37  2  0
  6 38  1  0
 18 39  1  0
 36 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4853004

   ---

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: 627.70

Molecular Weight (Monoisotopic): 627.1422

AlogP: 4.40

#Rotatable Bonds: 9

Polar Surface Area: 148.48

Molecular Species: ACID

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.17

CX Basic pKa: 1.37

CX LogP: 5.03

CX LogD: 1.69

Aromatic Rings: 4

Heavy Atoms: 43

QED Weighted: 0.28

Np Likeness Score: -1.56

References

1. Christov PP, Kim K, Jana S, Romaine IM, Rai G, Mott BT, Allweil AA, Lamers A, Brimacombe KR, Urban DJ, Lee TD, Hu X, Lukacs CM, Davies DR, Jadhav A, Hall MD, Green N, Moore WJ, Stott GM, Flint AJ, Maloney DJ, Sulikowski GA, Waterson AG..  (2021)  Optimization of ether and aniline based inhibitors of lactate dehydrogenase.,  41  [PMID:33771585] [10.1016/j.bmcl.2021.127974]

Source

Source(1):

• Scientific Literature