(4-((4-tert-Butylbenzyl)(pyridine-3-ylsulfonyl)-aminomethyl)thiazol-2-ylamino)acetic Acid Hydrochloride

ID: ALA4521659

PubChem CID: 155542680

Max Phase: Preclinical

Molecular Formula: C22H27ClN4O4S2

Molecular Weight: 474.61

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1ccc(CN(Cc2csc(NCC(=O)O)n2)S(=O)(=O)c2cccnc2)cc1.Cl

Standard InChI:  InChI=1S/C22H26N4O4S2.ClH/c1-22(2,3)17-8-6-16(7-9-17)13-26(32(29,30)19-5-4-10-23-11-19)14-18-15-31-21(25-18)24-12-20(27)28;/h4-11,15H,12-14H2,1-3H3,(H,24,25)(H,27,28);1H

Standard InChI Key:  HDDCUHNRRSUCBH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 34  0  0  0  0  0  0  0  0999 V2000
   47.1134  -11.7562    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   43.2364  -14.1951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.4113  -14.1951    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   42.8260  -14.9102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.2748  -14.6138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.2737  -15.4412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9890  -15.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7019  -15.4407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6991  -14.6102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9872  -14.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4095  -13.3721    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.1230  -12.9549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6929  -12.9602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6898  -12.1352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8395  -13.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8378  -14.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5536  -14.5997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2681  -14.1866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2623  -13.3574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5459  -12.9492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.9852  -14.5934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.9893  -15.4184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.6981  -14.1794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.6981  -15.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3523  -11.6523    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.0957  -10.8685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2707  -10.8716    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   41.0201  -11.6574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8052  -10.4474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.5244  -10.8546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2352  -10.4327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9503  -10.8399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.2267   -9.6077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0
  4  3  2  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  9  3  1  0
  3 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
 14 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 14  2  0
 26 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
M  END

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: 474.61

Molecular Weight (Monoisotopic): 474.1395

AlogP: 3.72

#Rotatable Bonds: 9

Polar Surface Area: 112.49

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.74

CX Basic pKa: 3.95

CX LogP: 2.53

CX LogD: -0.20

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.49

Np Likeness Score: -1.98

References

1. Iwamura R, Tanaka M, Okanari E, Kirihara T, Odani-Kawabata N, Shams N, Yoneda K..  (2018)  Identification of a Selective, Non-Prostanoid EP2 Receptor Agonist for the Treatment of Glaucoma: Omidenepag and its Prodrug Omidenepag Isopropyl.,  61  (15): [PMID:29995405] [10.1021/acs.jmedchem.8b00808]

Source

Source(1):

• Scientific Literature