(6-((4-tert-Butylbenzyl)(methylsulfonyl)aminomethyl)pyridin-2-ylamino)acetic Acid Hydrochloride

ID: ALA4554216

PubChem CID: 155556219

Max Phase: Preclinical

Molecular Formula: C20H28ClN3O4S

Molecular Weight: 405.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1ccc(CN(Cc2cccc(NCC(=O)O)n2)S(C)(=O)=O)cc1.Cl

Standard InChI:  InChI=1S/C20H27N3O4S.ClH/c1-20(2,3)16-10-8-15(9-11-16)13-23(28(4,26)27)14-17-6-5-7-18(22-17)21-12-19(24)25;/h5-11H,12-14H2,1-4H3,(H,21,22)(H,24,25);1H

Standard InChI Key:  BWLSFWCAVXMXLH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 29  0  0  0  0  0  0  0  0999 V2000
    8.3679  -20.2125    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.3802  -22.3985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5547  -22.3985    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9653  -23.1140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8422  -22.8138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5529  -21.5751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2667  -21.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8359  -21.1630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8328  -20.3376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9836  -21.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5485  -19.9262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1120  -19.1106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1182  -19.9338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9819  -22.3955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6981  -22.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4087  -22.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4030  -21.5604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6904  -21.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1262  -22.7970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1304  -23.6224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8395  -22.3827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8395  -23.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8283  -18.6887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5427  -19.0992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2559  -18.6805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9735  -19.0915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6866  -18.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4001  -19.0836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6822  -17.8474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0
  4  3  2  0
  5  3  1  0
  3  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  7 10  1  0
  9 11  2  0
 11 24  1  0
 23 12  1  0
 12 13  2  0
 13  9  1  0
 10 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 10  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  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: 405.52

Molecular Weight (Monoisotopic): 405.1722

AlogP: 2.84

#Rotatable Bonds: 8

Polar Surface Area: 99.60

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.16

CX Basic pKa: 5.67

CX LogP: 0.34

CX LogD: -1.00

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.70

Np Likeness Score: -1.43

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